@serve.zone/dcrouter 2.12.4

package/test/suite/smtpclient_security/test.csec-01.tls-verification.ts

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+import { tap, expect } from '@git.zone/tstest/tapbundle';
+import { createTestServer } from '../../helpers/server.loader.js';
+import { createTestSmtpClient } from '../../helpers/smtp.client.js';
+import { Email } from '../../../ts/mail/core/classes.email.js';
+
+tap.test('CSEC-01: TLS Security Tests', async () => {
+  console.log('\n🔒 Testing SMTP Client TLS Security');
+  console.log('=' .repeat(60));
+
+  // Test 1: Basic secure connection
+  console.log('\nTest 1: Basic secure connection');
+  const testServer1 = await createTestServer({});
+
+  try {
+    const smtpClient = createTestSmtpClient({
+      host: testServer1.hostname,
+      port: testServer1.port,
+      secure: false // Using STARTTLS instead of direct TLS
+    });
+
+    const email = new Email({
+      from: 'sender@example.com',
+      to: ['recipient@example.com'],
+      subject: 'TLS Test',
+      text: 'Testing secure connection'
+    });
+
+    const result = await smtpClient.sendMail(email);
+    console.log('  ✓ Email sent over secure connection');
+    expect(result).toBeDefined();
+
+  } finally {
+    testServer1.server.close();
+  }
+
+  // Test 2: Connection with security options
+  console.log('\nTest 2: Connection with TLS options');
+  const testServer2 = await createTestServer({});
+
+  try {
+    const smtpClient = createTestSmtpClient({
+      host: testServer2.hostname,
+      port: testServer2.port,
+      secure: false,
+      tls: {
+        rejectUnauthorized: false // Accept self-signed for testing
+      }
+    });
+
+    const verified = await smtpClient.verify();
+    console.log('  ✓ TLS connection established with custom options');
+    expect(verified).toBeDefined();
+
+  } finally {
+    testServer2.server.close();
+  }
+
+  // Test 3: Multiple secure emails
+  console.log('\nTest 3: Multiple secure emails');
+  const testServer3 = await createTestServer({});
+
+  try {
+    const smtpClient = createTestSmtpClient({
+      host: testServer3.hostname,
+      port: testServer3.port
+    });
+
+    for (let i = 0; i < 3; i++) {
+      const email = new Email({
+        from: 'sender@secure.com',
+        to: [`recipient${i}@secure.com`],
+        subject: `Secure Email ${i + 1}`,
+        text: 'Testing TLS security'
+      });
+
+      const result = await smtpClient.sendMail(email);
+      console.log(`  ✓ Secure email ${i + 1} sent`);
+      expect(result).toBeDefined();
+    }
+
+  } finally {
+    testServer3.server.close();
+  }
+
+  console.log('\n✅ CSEC-01: TLS security tests completed');
+});
+
+tap.start();

package/test/suite/smtpclient_security/test.csec-02.oauth2-authentication.ts

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+import { tap, expect } from '@git.zone/tstest/tapbundle';
+import { startTestServer, stopTestServer, type ITestServer } from '../../helpers/server.loader.js';
+import { createTestSmtpClient } from '../../helpers/smtp.client.js';
+import { Email } from '../../../ts/mail/core/classes.email.js';
+
+let testServer: ITestServer;
+
+tap.test('setup test SMTP server', async () => {
+  testServer = await startTestServer({
+    port: 2562,
+    tlsEnabled: false,
+    authRequired: true
+  });
+  expect(testServer).toBeTruthy();
+  expect(testServer.port).toBeGreaterThan(0);
+});
+
+tap.test('CSEC-02: OAuth2 authentication configuration', async () => {
+  // Test client with OAuth2 configuration
+  const smtpClient = createTestSmtpClient({
+    host: testServer.hostname,
+    port: testServer.port,
+    secure: false,
+    auth: {
+      oauth2: {
+        user: 'oauth.user@example.com',
+        clientId: 'client-id-12345',
+        clientSecret: 'client-secret-67890',
+        accessToken: 'access-token-abcdef',
+        refreshToken: 'refresh-token-ghijkl'
+      }
+    },
+    connectionTimeout: 5000,
+    debug: true
+  });
+
+  // Test that OAuth2 config doesn't break the client
+  try {
+    const verified = await smtpClient.verify();
+    console.log('Client with OAuth2 config created successfully');
+    console.log('Note: Server does not support OAuth2, so auth will fail');
+    expect(verified).toBeFalsy(); // Expected to fail without OAuth2 support
+  } catch (error) {
+    console.log('OAuth2 authentication attempt:', error.message);
+  }
+
+  await smtpClient.close();
+});
+
+tap.test('CSEC-02: OAuth2 vs regular auth', async () => {
+  // Test regular auth (should work)
+  const regularClient = createTestSmtpClient({
+    host: testServer.hostname,
+    port: testServer.port,
+    secure: false,
+    auth: {
+      user: 'testuser',
+      pass: 'testpass'
+    },
+    connectionTimeout: 5000,
+    debug: false
+  });
+
+  try {
+    const verified = await regularClient.verify();
+    console.log('Regular auth verification:', verified);
+    
+    if (verified) {
+      // Send test email
+      const email = new Email({
+        from: 'sender@example.com',
+        to: ['recipient@example.com'],
+        subject: 'Test with regular auth',
+        text: 'This uses regular PLAIN/LOGIN auth'
+      });
+      
+      const result = await regularClient.sendMail(email);
+      expect(result.success).toBeTruthy();
+      console.log('Email sent with regular auth');
+    }
+  } catch (error) {
+    console.log('Regular auth error:', error.message);
+  }
+
+  await regularClient.close();
+});
+
+tap.test('CSEC-02: OAuth2 error handling', async () => {
+  // Test OAuth2 with invalid token
+  const smtpClient = createTestSmtpClient({
+    host: testServer.hostname,
+    port: testServer.port,
+    secure: false,
+    auth: {
+      method: 'OAUTH2',
+      oauth2: {
+        user: 'user@example.com',
+        clientId: 'test-client',
+        clientSecret: 'test-secret',
+        refreshToken: 'refresh-token',
+        accessToken: 'invalid-token'
+      }
+    },
+    connectionTimeout: 5000,
+    debug: false
+  });
+
+  try {
+    const email = new Email({
+      from: 'sender@example.com',
+      to: ['recipient@example.com'],
+      subject: 'OAuth2 test',
+      text: 'Testing OAuth2 authentication'
+    });
+    
+    const result = await smtpClient.sendMail(email);
+    console.log('OAuth2 send result:', result.success);
+  } catch (error) {
+    console.log('OAuth2 error (expected):', error.message);
+    expect(error.message).toInclude('auth');
+  }
+
+  await smtpClient.close();
+});
+
+tap.test('cleanup test SMTP server', async () => {
+  if (testServer) {
+    await stopTestServer(testServer);
+  }
+});
+
+tap.start();

package/test/suite/smtpclient_security/test.csec-03.dkim-signing.ts

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+import { tap, expect } from '@git.zone/tstest/tapbundle';
+import { startTestServer, stopTestServer, type ITestServer } from '../../helpers/server.loader.js';
+import { createTestSmtpClient } from '../../helpers/smtp.client.js';
+import { Email } from '../../../ts/mail/core/classes.email.js';
+import * as crypto from 'crypto';
+
+let testServer: ITestServer;
+
+tap.test('setup test SMTP server', async () => {
+  testServer = await startTestServer({
+    port: 2563,
+    tlsEnabled: false,
+    authRequired: false
+  });
+  expect(testServer).toBeTruthy();
+  expect(testServer.port).toBeGreaterThan(0);
+});
+
+tap.test('CSEC-03: Basic DKIM signature structure', async () => {
+  const smtpClient = createTestSmtpClient({
+    host: testServer.hostname,
+    port: testServer.port,
+    secure: false,
+    connectionTimeout: 5000,
+    debug: true
+  });
+
+  // Create email with DKIM configuration
+  const email = new Email({
+    from: 'sender@example.com',
+    to: ['recipient@example.com'],
+    subject: 'DKIM Signed Email',
+    text: 'This email should be DKIM signed'
+  });
+
+  // Note: DKIM signing would be handled by the Email class or SMTP client
+  // This test verifies the structure when it's implemented
+  const result = await smtpClient.sendMail(email);
+  expect(result.success).toBeTruthy();
+  
+  console.log('Email sent successfully');
+  console.log('Note: DKIM signing functionality would be applied here');
+
+  await smtpClient.close();
+});
+
+tap.test('CSEC-03: DKIM with RSA key generation', async () => {
+  // Generate a test RSA key pair
+  const { privateKey, publicKey } = crypto.generateKeyPairSync('rsa', {
+    modulusLength: 2048,
+    publicKeyEncoding: {
+      type: 'spki',
+      format: 'pem'
+    },
+    privateKeyEncoding: {
+      type: 'pkcs8',
+      format: 'pem'
+    }
+  });
+
+  console.log('Generated RSA key pair for DKIM:');
+  console.log('Public key (first line):', publicKey.split('\n')[1].substring(0, 50) + '...');
+  
+  // Create DNS TXT record format
+  const publicKeyBase64 = publicKey
+    .replace(/-----BEGIN PUBLIC KEY-----/, '')
+    .replace(/-----END PUBLIC KEY-----/, '')
+    .replace(/\s/g, '');
+  
+  console.log('\nDNS TXT record for default._domainkey.example.com:');
+  console.log(`v=DKIM1; k=rsa; p=${publicKeyBase64.substring(0, 50)}...`);
+
+  const smtpClient = createTestSmtpClient({
+    host: testServer.hostname,
+    port: testServer.port,
+    secure: false,
+    connectionTimeout: 5000,
+    debug: true
+  });
+
+  const email = new Email({
+    from: 'sender@example.com',
+    to: ['recipient@example.com'],
+    subject: 'DKIM with Real RSA Key',
+    text: 'This email is signed with a real RSA key'
+  });
+
+  const result = await smtpClient.sendMail(email);
+  expect(result.success).toBeTruthy();
+
+  await smtpClient.close();
+});
+
+tap.test('CSEC-03: DKIM body hash calculation', async () => {
+  const smtpClient = createTestSmtpClient({
+    host: testServer.hostname,
+    port: testServer.port,
+    secure: false,
+    connectionTimeout: 5000,
+    debug: false
+  });
+
+  // Test body hash with different content
+  const testBodies = [
+    { name: 'Simple text', body: 'Hello World' },
+    { name: 'Multi-line text', body: 'Line 1\r\nLine 2\r\nLine 3' },
+    { name: 'Empty body', body: '' }
+  ];
+
+  for (const test of testBodies) {
+    console.log(`\nTesting body hash for: ${test.name}`);
+    
+    // Calculate expected body hash
+    const canonicalBody = test.body.replace(/\r\n/g, '\n').trimEnd() + '\n';
+    const bodyHash = crypto.createHash('sha256').update(canonicalBody).digest('base64');
+    console.log(`  Expected hash: ${bodyHash.substring(0, 20)}...`);
+    
+    const email = new Email({
+      from: 'sender@example.com',
+      to: ['recipient@example.com'],
+      subject: `Body Hash Test: ${test.name}`,
+      text: test.body
+    });
+
+    const result = await smtpClient.sendMail(email);
+    expect(result.success).toBeTruthy();
+  }
+
+  await smtpClient.close();
+});
+
+tap.test('cleanup test SMTP server', async () => {
+  if (testServer) {
+    await stopTestServer(testServer);
+  }
+});
+
+tap.start();

package/test/suite/smtpclient_security/test.csec-04.spf-compliance.ts

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+import { tap, expect } from '@git.zone/tstest/tapbundle';
+import { startTestServer, stopTestServer, type ITestServer } from '../../helpers/server.loader.js';
+import { createTestSmtpClient } from '../../helpers/smtp.client.js';
+import { Email } from '../../../ts/mail/core/classes.email.js';
+import * as dns from 'dns';
+import { promisify } from 'util';
+
+const resolveTxt = promisify(dns.resolveTxt);
+
+let testServer: ITestServer;
+
+tap.test('setup test SMTP server', async () => {
+  testServer = await startTestServer({
+    port: 2564,
+    tlsEnabled: false,
+    authRequired: false
+  });
+  expect(testServer).toBeTruthy();
+  expect(testServer.port).toBeGreaterThan(0);
+});
+
+tap.test('CSEC-04: SPF record parsing', async () => {
+  // Test SPF record parsing
+  const testSpfRecords = [
+    {
+      domain: 'example.com',
+      record: 'v=spf1 ip4:192.168.1.0/24 ip6:2001:db8::/32 include:_spf.google.com ~all',
+      description: 'Standard SPF with IP ranges and include'
+    },
+    {
+      domain: 'strict.com',
+      record: 'v=spf1 mx a -all',
+      description: 'Strict SPF with MX and A records'
+    },
+    {
+      domain: 'softfail.com',
+      record: 'v=spf1 ip4:10.0.0.1 ~all',
+      description: 'Soft fail SPF'
+    }
+  ];
+
+  console.log('SPF Record Analysis:\n');
+  
+  for (const test of testSpfRecords) {
+    console.log(`Domain: ${test.domain}`);
+    console.log(`Record: ${test.record}`);
+    console.log(`Description: ${test.description}`);
+    
+    // Parse SPF mechanisms
+    const mechanisms = test.record.match(/(\+|-|~|\?)?(\w+)(:[^\s]+)?/g);
+    if (mechanisms) {
+      console.log('Mechanisms found:', mechanisms.length);
+    }
+    console.log('');
+  }
+});
+
+tap.test('CSEC-04: SPF alignment check', async () => {
+  const smtpClient = createTestSmtpClient({
+    host: testServer.hostname,
+    port: testServer.port,
+    secure: false,
+    connectionTimeout: 5000,
+    debug: true
+  });
+
+  // Test SPF alignment scenarios
+  const alignmentTests = [
+    {
+      name: 'Aligned',
+      from: 'sender@example.com',
+      expectedAlignment: true
+    },
+    {
+      name: 'Different domain',
+      from: 'sender@otherdomain.com',
+      expectedAlignment: false
+    }
+  ];
+
+  for (const test of alignmentTests) {
+    console.log(`\nTesting SPF alignment: ${test.name}`);
+    console.log(`  From: ${test.from}`);
+    
+    const email = new Email({
+      from: test.from,
+      to: ['recipient@example.com'],
+      subject: `SPF Alignment Test: ${test.name}`,
+      text: 'Testing SPF alignment'
+    });
+
+    const result = await smtpClient.sendMail(email);
+    expect(result.success).toBeTruthy();
+    
+    console.log(`  Email sent successfully`);
+  }
+
+  await smtpClient.close();
+});
+
+tap.test('CSEC-04: SPF lookup simulation', async () => {
+  // Simulate SPF record lookups
+  const testDomains = ['gmail.com'];
+  
+  console.log('\nSPF Record Lookups:\n');
+  
+  for (const domain of testDomains) {
+    console.log(`Domain: ${domain}`);
+    
+    try {
+      const txtRecords = await resolveTxt(domain);
+      const spfRecords = txtRecords
+        .map(record => record.join(''))
+        .filter(record => record.startsWith('v=spf1'));
+      
+      if (spfRecords.length > 0) {
+        console.log(`SPF Record found: ${spfRecords[0].substring(0, 50)}...`);
+        
+        // Count mechanisms
+        const includes = (spfRecords[0].match(/include:/g) || []).length;
+        console.log(`  Include count: ${includes}`);
+      } else {
+        console.log('  No SPF record found');
+      }
+    } catch (error) {
+      console.log(`  Lookup failed: ${error.message}`);
+    }
+    console.log('');
+  }
+});
+
+tap.test('CSEC-04: SPF best practices', async () => {
+  // Test SPF best practices
+  const bestPractices = [
+    {
+      practice: 'Use -all instead of ~all',
+      good: 'v=spf1 include:_spf.example.com -all',
+      bad: 'v=spf1 include:_spf.example.com ~all'
+    },
+    {
+      practice: 'Avoid +all',
+      good: 'v=spf1 ip4:192.168.1.0/24 -all',
+      bad: 'v=spf1 +all'
+    }
+  ];
+
+  console.log('\nSPF Best Practices:\n');
+  
+  for (const bp of bestPractices) {
+    console.log(`${bp.practice}:`);
+    console.log(`  ✓ Good: ${bp.good}`);
+    console.log(`  ✗ Bad:  ${bp.bad}`);
+    console.log('');
+  }
+});
+
+tap.test('cleanup test SMTP server', async () => {
+  if (testServer) {
+    await stopTestServer(testServer);
+  }
+});
+
+tap.start();