Files
certctl/internal/connector/target/iis/iis.go
T
Shankar e05424d188 feat(M46): Windows Certificate Store + Java Keystore target connectors, shared certutil package
Extract shared certutil helpers (CreatePFX, ParsePrivateKey, ComputeThumbprint,
GenerateRandomPassword, ParseCertificatePEM) from IIS connector for reuse.
Add WinCertStore connector (PowerShell Import-PfxCertificate, dual local/WinRM
mode, configurable store/location, expired cert cleanup) and JavaKeystore
connector (PEM→PKCS#12→keytool pipeline, JKS/PKCS12 support, shell injection
prevention, path traversal protection). 53 new tests, all passing.

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>
2026-04-05 19:14:32 -04:00

565 lines
20 KiB
Go

package iis
import (
"context"
"encoding/base64"
"encoding/json"
"fmt"
"log/slog"
"os"
"os/exec"
"regexp"
"strings"
"time"
"github.com/shankar0123/certctl/internal/connector/target"
"github.com/shankar0123/certctl/internal/connector/target/certutil"
)
// Config represents the IIS deployment target configuration.
// Supports two modes:
// - "local" (default): runs PowerShell locally on a Windows agent
// - "winrm": connects to a remote Windows server via WinRM (proxy agent pattern)
type Config struct {
Hostname string `json:"hostname"` // Target hostname or IP
SiteName string `json:"site_name"` // IIS site name (e.g., "Default Web Site")
CertStore string `json:"cert_store"` // Windows cert store (e.g., "My", "WebHosting")
BindingInfo string `json:"binding_info"` // Binding info (e.g., "*.example.com")
Port int `json:"port"` // HTTPS port (default 443)
SNI bool `json:"sni"` // Enable Server Name Indication
IPAddress string `json:"ip_address"` // Bind to specific IP (default "*")
Mode string `json:"mode"` // "local" (default) or "winrm"
// WinRM settings (only used when Mode is "winrm")
WinRM WinRMConfig `json:"winrm"`
}
// PowerShellExecutor abstracts PowerShell command execution for testability.
// On real Windows deployments, the realExecutor calls powershell.exe directly.
// Tests inject a mock executor to verify command construction without Windows.
type PowerShellExecutor interface {
Execute(ctx context.Context, script string) (string, error)
}
// realExecutor calls powershell.exe on the local system.
type realExecutor struct{}
func (e *realExecutor) Execute(ctx context.Context, script string) (string, error) {
cmd := exec.CommandContext(ctx, "powershell.exe", "-NoProfile", "-NonInteractive", "-Command", script)
output, err := cmd.CombinedOutput()
return string(output), err
}
// Connector implements the target.Connector interface for IIS (Internet Information Services).
// This connector runs on Windows agents and manages certificate deployment via PowerShell.
//
// IIS certificate management requires:
// - Windows Server with IIS installed
// - PowerShell execution available
// - Administrative privileges
//
// Deployment flow:
// 1. Convert PEM cert+key to PFX (PKCS#12) format via go-pkcs12
// 2. Import PFX to Windows certificate store via Import-PfxCertificate
// 3. Compute SHA-1 thumbprint (IIS certificate identifier)
// 4. Update IIS HTTPS binding via New-WebBinding + AddSslCertificate
// 5. Verify binding is active via Get-WebBinding
type Connector struct {
config *Config
logger *slog.Logger
executor PowerShellExecutor
}
// New creates a new IIS target connector with the given configuration and logger.
// In "local" mode (default), uses the real PowerShell executor.
// In "winrm" mode, creates a WinRM client for remote execution.
func New(config *Config, logger *slog.Logger) (*Connector, error) {
mode := config.Mode
if mode == "" {
mode = "local"
}
var executor PowerShellExecutor
switch mode {
case "local":
executor = &realExecutor{}
case "winrm":
winrmExec, err := newWinRMExecutor(&config.WinRM)
if err != nil {
return nil, fmt.Errorf("failed to initialize WinRM executor: %w", err)
}
executor = winrmExec
default:
return nil, fmt.Errorf("unsupported IIS connector mode %q (must be 'local' or 'winrm')", mode)
}
return &Connector{
config: config,
logger: logger,
executor: executor,
}, nil
}
// NewWithExecutor creates a new IIS target connector with an injected executor.
// Used in tests to mock PowerShell execution on non-Windows platforms.
func NewWithExecutor(config *Config, logger *slog.Logger, executor PowerShellExecutor) *Connector {
return &Connector{
config: config,
logger: logger,
executor: executor,
}
}
// validIISName matches safe IIS site names and cert store names.
// Allows alphanumeric, spaces, underscores, hyphens, and dots.
var validIISName = regexp.MustCompile(`^[a-zA-Z0-9 _\-\.]+$`)
// validateIISName checks that an IIS name field contains only safe characters.
// This prevents PowerShell injection via malicious site or store names.
func validateIISName(name, field string) error {
if name == "" {
return fmt.Errorf("%s is required", field)
}
if len(name) > 256 {
return fmt.Errorf("%s exceeds maximum length (256 characters)", field)
}
if !validIISName.MatchString(name) {
return fmt.Errorf("%s contains invalid characters (allowed: alphanumeric, space, underscore, hyphen, dot)", field)
}
return nil
}
// validIPOrWildcard matches valid IP addresses or the wildcard "*".
var validIPOrWildcard = regexp.MustCompile(`^(\*|(\d{1,3}\.){3}\d{1,3})$`)
// ValidateConfig checks that the IIS configuration is valid and accessible.
// It verifies field values, PowerShell availability, and optionally checks that
// the IIS site exists and the cert store is accessible.
func (c *Connector) ValidateConfig(ctx context.Context, rawConfig json.RawMessage) error {
var cfg Config
if err := json.Unmarshal(rawConfig, &cfg); err != nil {
return fmt.Errorf("invalid IIS config: %w", err)
}
// Validate required fields
if err := validateIISName(cfg.SiteName, "site_name"); err != nil {
return err
}
if err := validateIISName(cfg.CertStore, "cert_store"); err != nil {
return err
}
// Apply defaults
if cfg.Port == 0 {
cfg.Port = 443
}
if cfg.IPAddress == "" {
cfg.IPAddress = "*"
}
// Validate port range
if cfg.Port < 1 || cfg.Port > 65535 {
return fmt.Errorf("port must be between 1 and 65535, got %d", cfg.Port)
}
// Validate IP address format
if !validIPOrWildcard.MatchString(cfg.IPAddress) {
return fmt.Errorf("ip_address must be a valid IPv4 address or '*', got %q", cfg.IPAddress)
}
// Validate binding_info if provided (safe characters only)
if cfg.BindingInfo != "" {
if len(cfg.BindingInfo) > 512 {
return fmt.Errorf("binding_info exceeds maximum length (512 characters)")
}
// Allow typical binding chars: alphanumeric, *, :, ., -
validBinding := regexp.MustCompile(`^[a-zA-Z0-9\*\:\.\-]+$`)
if !validBinding.MatchString(cfg.BindingInfo) {
return fmt.Errorf("binding_info contains invalid characters")
}
}
// Apply mode default
if cfg.Mode == "" {
cfg.Mode = "local"
}
if cfg.Mode != "local" && cfg.Mode != "winrm" {
return fmt.Errorf("unsupported mode %q (must be 'local' or 'winrm')", cfg.Mode)
}
c.logger.Info("validating IIS configuration",
"site_name", cfg.SiteName,
"cert_store", cfg.CertStore,
"hostname", cfg.Hostname,
"port", cfg.Port,
"mode", cfg.Mode)
// Verify PowerShell is available (only in local mode — WinRM handles this remotely)
if cfg.Mode == "local" {
if _, err := exec.LookPath("powershell.exe"); err != nil {
return fmt.Errorf("powershell.exe not found in PATH: %w", err)
}
}
// Verify IIS site exists
siteCheckScript := fmt.Sprintf(`Get-Website -Name '%s' | Select-Object -ExpandProperty Name`, cfg.SiteName)
output, err := c.executor.Execute(ctx, siteCheckScript)
if err != nil {
return fmt.Errorf("IIS site %q not found or inaccessible: %s (error: %w)", cfg.SiteName, strings.TrimSpace(output), err)
}
// Verify cert store is accessible
storeCheckScript := fmt.Sprintf(`Test-Path 'Cert:\LocalMachine\%s'`, cfg.CertStore)
output, err = c.executor.Execute(ctx, storeCheckScript)
if err != nil || !strings.Contains(strings.TrimSpace(output), "True") {
return fmt.Errorf("certificate store %q is not accessible: %s", cfg.CertStore, strings.TrimSpace(output))
}
c.config = &cfg
c.logger.Info("IIS configuration validated",
"site_name", cfg.SiteName,
"cert_store", cfg.CertStore)
return nil
}
// DeployCertificate imports a certificate to the Windows certificate store and updates
// the IIS binding to use the new certificate.
//
// Deployment flow:
// 1. Convert PEM cert+key+chain to PFX format (go-pkcs12 with random password)
// 2. Write PFX to temp file (cleaned up on exit, even on error)
// 3. Compute SHA-1 thumbprint from DER cert (matches Windows certutil output)
// 4. Import PFX to Windows cert store via Import-PfxCertificate
// 5. Update IIS HTTPS binding via New-WebBinding + AddSslCertificate
// 6. Return result with thumbprint in metadata
func (c *Connector) DeployCertificate(ctx context.Context, request target.DeploymentRequest) (*target.DeploymentResult, error) {
c.logger.Info("deploying certificate to IIS",
"site_name", c.config.SiteName,
"cert_store", c.config.CertStore)
startTime := time.Now()
// Validate we have a private key (required for PFX creation)
if request.KeyPEM == "" {
errMsg := "private key (KeyPEM) is required for IIS deployment"
c.logger.Error("deployment failed", "error", errMsg)
return &target.DeploymentResult{
Success: false,
Message: errMsg,
DeployedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
// Step 1: Create PFX from PEM inputs
pfxPassword, err := certutil.GenerateRandomPassword(32)
if err != nil {
errMsg := fmt.Sprintf("failed to generate PFX password: %v", err)
c.logger.Error("deployment failed", "error", err)
return &target.DeploymentResult{
Success: false,
Message: errMsg,
DeployedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
pfxData, err := certutil.CreatePFX(request.CertPEM, request.KeyPEM, request.ChainPEM, pfxPassword)
if err != nil {
errMsg := fmt.Sprintf("failed to create PFX: %v", err)
c.logger.Error("PFX creation failed", "error", err)
return &target.DeploymentResult{
Success: false,
Message: errMsg,
DeployedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
// Step 2+3: Compute thumbprint and import PFX
// In local mode: write PFX to temp file, import via file path
// In WinRM mode: base64-encode PFX, decode on remote side to temp file, import, clean up
thumbprint, err := certutil.ComputeThumbprint(request.CertPEM)
if err != nil {
errMsg := fmt.Sprintf("failed to compute certificate thumbprint: %v", err)
c.logger.Error("deployment failed", "error", err)
return &target.DeploymentResult{
Success: false,
Message: errMsg,
DeployedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
c.logger.Debug("certificate thumbprint computed", "thumbprint", thumbprint)
// Step 4: Import PFX to Windows certificate store
var importScript string
mode := c.config.Mode
if mode == "" {
mode = "local"
}
if mode == "winrm" {
// WinRM mode: base64-encode PFX, decode on remote, import, cleanup
pfxBase64 := base64.StdEncoding.EncodeToString(pfxData)
importScript = fmt.Sprintf(
`$pfxPath = [System.IO.Path]::GetTempFileName() + '.pfx'; `+
`[System.IO.File]::WriteAllBytes($pfxPath, [System.Convert]::FromBase64String('%s')); `+
`try { `+
`$password = ConvertTo-SecureString -String '%s' -AsPlainText -Force; `+
`Import-PfxCertificate -FilePath $pfxPath -CertStoreLocation 'Cert:\LocalMachine\%s' -Password $password `+
`} finally { Remove-Item -Path $pfxPath -Force -ErrorAction SilentlyContinue }`,
pfxBase64, pfxPassword, c.config.CertStore,
)
} else {
// Local mode: write PFX to local temp file
tmpFile, fileErr := os.CreateTemp("", "certctl-*.pfx")
if fileErr != nil {
errMsg := fmt.Sprintf("failed to create temp PFX file: %v", fileErr)
c.logger.Error("deployment failed", "error", fileErr)
return &target.DeploymentResult{
Success: false,
Message: errMsg,
DeployedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
pfxPath := tmpFile.Name()
defer os.Remove(pfxPath) // Always clean up temp PFX
if _, writeErr := tmpFile.Write(pfxData); writeErr != nil {
tmpFile.Close()
errMsg := fmt.Sprintf("failed to write temp PFX file: %v", writeErr)
c.logger.Error("deployment failed", "error", writeErr)
return &target.DeploymentResult{
Success: false,
Message: errMsg,
DeployedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
tmpFile.Close()
importScript = fmt.Sprintf(
`$password = ConvertTo-SecureString -String '%s' -AsPlainText -Force; `+
`Import-PfxCertificate -FilePath '%s' -CertStoreLocation 'Cert:\LocalMachine\%s' -Password $password`,
pfxPassword, pfxPath, c.config.CertStore,
)
}
output, err := c.executor.Execute(ctx, importScript)
if err != nil {
errMsg := fmt.Sprintf("PFX import failed: %v (output: %s)", err, strings.TrimSpace(output))
c.logger.Error("PFX import failed",
"error", err,
"output", strings.TrimSpace(output),
"cert_store", c.config.CertStore)
return &target.DeploymentResult{
Success: false,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
Message: errMsg,
DeployedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
c.logger.Info("PFX imported to certificate store",
"cert_store", c.config.CertStore,
"thumbprint", thumbprint)
// Step 5: Update IIS HTTPS binding
port := c.config.Port
if port == 0 {
port = 443
}
ipAddress := c.config.IPAddress
if ipAddress == "" {
ipAddress = "*"
}
hostHeader := c.config.BindingInfo
sniFlag := 0
if c.config.SNI {
sniFlag = 1
}
bindingScript := fmt.Sprintf(
// Remove existing HTTPS binding on this port (if any), then create new one
`$existing = Get-WebBinding -Name '%s' -Protocol 'https' -Port %d -ErrorAction SilentlyContinue; `+
`if ($existing) { $existing | Remove-WebBinding }; `+
`New-WebBinding -Name '%s' -Protocol 'https' -Port %d -IPAddress '%s' -HostHeader '%s' -SslFlags %d; `+
`$binding = Get-WebBinding -Name '%s' -Protocol 'https' -Port %d; `+
`$binding.AddSslCertificate('%s', '%s')`,
c.config.SiteName, port,
c.config.SiteName, port, ipAddress, hostHeader, sniFlag,
c.config.SiteName, port,
thumbprint, c.config.CertStore,
)
output, err = c.executor.Execute(ctx, bindingScript)
if err != nil {
errMsg := fmt.Sprintf("IIS binding update failed: %v (output: %s)", err, strings.TrimSpace(output))
c.logger.Error("IIS binding update failed",
"error", err,
"output", strings.TrimSpace(output),
"site_name", c.config.SiteName)
// Cert is imported but binding failed — partial success
return &target.DeploymentResult{
Success: false,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
Message: errMsg,
DeployedAt: time.Now(),
Metadata: map[string]string{
"thumbprint": thumbprint,
"cert_store": c.config.CertStore,
"import_success": "true",
"binding_error": strings.TrimSpace(output),
},
}, fmt.Errorf("%s", errMsg)
}
deploymentDuration := time.Since(startTime)
c.logger.Info("certificate deployed to IIS successfully",
"duration", deploymentDuration.String(),
"site_name", c.config.SiteName,
"thumbprint", thumbprint)
return &target.DeploymentResult{
Success: true,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
DeploymentID: fmt.Sprintf("iis-%s-%d", thumbprint[:8], time.Now().Unix()),
Message: "Certificate imported and IIS binding updated successfully",
DeployedAt: time.Now(),
Metadata: map[string]string{
"hostname": c.config.Hostname,
"site_name": c.config.SiteName,
"cert_store": c.config.CertStore,
"thumbprint": thumbprint,
"port": fmt.Sprintf("%d", port),
"sni": fmt.Sprintf("%t", c.config.SNI),
"duration_ms": fmt.Sprintf("%d", deploymentDuration.Milliseconds()),
},
}, nil
}
// ValidateDeployment verifies that the certificate is properly deployed in IIS.
// It checks the IIS binding to ensure it's active with the correct certificate thumbprint.
func (c *Connector) ValidateDeployment(ctx context.Context, request target.ValidationRequest) (*target.ValidationResult, error) {
c.logger.Info("validating IIS deployment",
"certificate_id", request.CertificateID,
"serial", request.Serial,
"site_name", c.config.SiteName)
startTime := time.Now()
port := c.config.Port
if port == 0 {
port = 443
}
// Query IIS binding for HTTPS on the configured port
bindingScript := fmt.Sprintf(
`$binding = Get-WebBinding -Name '%s' -Protocol 'https' -Port %d -ErrorAction SilentlyContinue; `+
`if ($binding) { $binding.certificateHash } else { 'NO_BINDING' }`,
c.config.SiteName, port,
)
output, err := c.executor.Execute(ctx, bindingScript)
if err != nil {
errMsg := fmt.Sprintf("failed to query IIS binding: %v (output: %s)", err, strings.TrimSpace(output))
c.logger.Error("validation failed", "error", err, "output", strings.TrimSpace(output))
return &target.ValidationResult{
Valid: false,
Serial: request.Serial,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
Message: errMsg,
ValidatedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
bindingHash := strings.TrimSpace(output)
if bindingHash == "NO_BINDING" || bindingHash == "" {
errMsg := fmt.Sprintf("no HTTPS binding found on IIS site %q port %d", c.config.SiteName, port)
c.logger.Error("validation failed", "error", errMsg)
return &target.ValidationResult{
Valid: false,
Serial: request.Serial,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
Message: errMsg,
ValidatedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
// Verify the certificate exists in the store
certCheckScript := fmt.Sprintf(
`$cert = Get-ChildItem -Path 'Cert:\LocalMachine\%s\%s' -ErrorAction SilentlyContinue; `+
`if ($cert -and $cert.NotAfter -gt (Get-Date)) { 'VALID' } `+
`elseif ($cert) { 'EXPIRED' } `+
`else { 'NOT_FOUND' }`,
c.config.CertStore, bindingHash,
)
output, err = c.executor.Execute(ctx, certCheckScript)
if err != nil {
errMsg := fmt.Sprintf("failed to verify certificate in store: %v", err)
c.logger.Error("validation failed", "error", err)
return &target.ValidationResult{
Valid: false,
Serial: request.Serial,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
Message: errMsg,
ValidatedAt: time.Now(),
}, fmt.Errorf("%s", errMsg)
}
certStatus := strings.TrimSpace(output)
validationDuration := time.Since(startTime)
switch certStatus {
case "VALID":
c.logger.Info("IIS deployment validated successfully",
"duration", validationDuration.String(),
"thumbprint", bindingHash)
return &target.ValidationResult{
Valid: true,
Serial: request.Serial,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
Message: "Certificate is bound to IIS site and valid",
ValidatedAt: time.Now(),
Metadata: map[string]string{
"thumbprint": bindingHash,
"site_name": c.config.SiteName,
"cert_store": c.config.CertStore,
"duration_ms": fmt.Sprintf("%d", validationDuration.Milliseconds()),
},
}, nil
case "EXPIRED":
errMsg := fmt.Sprintf("certificate %s is expired in store %q", bindingHash, c.config.CertStore)
c.logger.Error("validation failed: certificate expired", "thumbprint", bindingHash)
return &target.ValidationResult{
Valid: false,
Serial: request.Serial,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
Message: errMsg,
ValidatedAt: time.Now(),
Metadata: map[string]string{
"thumbprint": bindingHash,
"status": "expired",
},
}, fmt.Errorf("%s", errMsg)
default: // NOT_FOUND or unexpected
errMsg := fmt.Sprintf("certificate %s not found in store %q", bindingHash, c.config.CertStore)
c.logger.Error("validation failed: certificate not in store", "thumbprint", bindingHash)
return &target.ValidationResult{
Valid: false,
Serial: request.Serial,
TargetAddress: fmt.Sprintf("%s (IIS: %s)", c.config.Hostname, c.config.SiteName),
Message: errMsg,
ValidatedAt: time.Now(),
Metadata: map[string]string{
"thumbprint": bindingHash,
"status": "not_found",
},
}, fmt.Errorf("%s", errMsg)
}
}
// NOTE: PFX creation, key parsing, thumbprint computation, and password generation
// have been extracted to the shared certutil package (internal/connector/target/certutil)
// for reuse by WinCertStore and JavaKeystore connectors.