Synthesis of furoquinolines by a multicomponent domino process

Angewandte Chemie - International Edition

Volumn 41, Issue 19, 2002, Pages 3633-3635

  Fayol, Aude ^a   Zhu, Jieping ^a  

^a CNRS   (France)

Author keywords

Cycloaddition; Multicomponent reactions; Nitrogen heterocycles; Synthetic methods

Indexed keywords

ADDITION REACTIONS; AMMONIUM COMPOUNDS; ORGANIC COMPOUNDS; SUBSTRATES;

DOMINO PROCESSES;

SYNTHESIS (CHEMICAL);

FUROQUINOLINE DERIVATIVE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIEMETIC ACTIVITY; ANTIMICROBIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ARTICLE; CYCLIZATION; DRUG SYNTHESIS;

EID: 0037020334     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20021004)41:19<3633::AID-ANIE3633>3.0.CO;2-T     Document Type: Article

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43. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
44. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
45. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
46. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
47. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
48. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
49. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
50. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
51. For recent elegant application of ortho-alkynyl anilines in quinoline synthesis, see: a) S. Torii, L. H. Xu, M. Sadakane, H. Okumoto, Synlett 1992, 513-514; b) A. Arcadi, F. Marinelli, E. Rossi, Tetrahedron 1999, 55, 13233-13250; c) S. Cacchi, G. Fabrizi, F. Marinelli, Synlett 1999, 401-404; d) E. Rossi, G. Abbiati, A. Arcadi, F. Marinelli, Tetrahedron Lett. 2001, 42, 3705-3708; in indole synthesis: e) H. C. Zhang, K. K. Brumfield, B. E. Maryanoff, Tetrahedron Lett. 1997, 38, 2439-2442; f) W. M. Dai, D. S. Guo, L. P. Sun, Tetrahedron Lett. 2001, 42, 5275-5278; g) A. Takeda, S. Kamijo, Y. Yamamoto, J. Am. Chem. Soc. 2000, 122, 5662-5663; h) A.L. Rodriguez, C. Koradin, W. Dohle, P. Knochel, Angew. Chem. 2000, 112, 2607-2609; Angew. Chem. Int. Ed. 2000, 39, 2488-2490; i) J. H. Chaplin, B. L. Flynn, Chem. Commun. 2001, 1594-1595.
52. For a review on the intramolecular Diels-Alder reaction of oxazole and acetylene, see: a) P. A. Jacobi, Adv. Heterocycl. Nat. Prod. Synth. 1992, 2, 251-298; for recent applications in natural product syntheses, see b) B. Liu, A. Padwa, Tetrahedron Lett. 1999, 40, 1645-1648; P. A. Jacobi, K. Lee, J. Am. Chem. Soc. 2000, 122, 4295-4303; J. C. Lee, J. K. Cha, J. Am. Chem. Soc. 2001, 123, 3243-3246; L. A. Paquette, I. Efremov, J. Am. Chem. Soc. 2001, 123, 4492-4501.
53. For a review on the intramolecular Diels-Alder reaction of oxazole and acetylene, see: a) P. A. Jacobi, Adv. Heterocycl. Nat. Prod. Synth. 1992, 2, 251-298; for recent applications in natural product syntheses, see b) B. Liu, A. Padwa, Tetrahedron Lett. 1999, 40, 1645-1648; P. A. Jacobi, K. Lee, J. Am. Chem. Soc. 2000, 122, 4295-4303; J. C. Lee, J. K. Cha, J. Am. Chem. Soc. 2001, 123, 3243-3246; L. A. Paquette, I. Efremov, J. Am. Chem. Soc. 2001, 123, 4492-4501.
54. For a review on the intramolecular Diels-Alder reaction of oxazole and acetylene, see: a) P. A. Jacobi, Adv. Heterocycl. Nat. Prod. Synth. 1992, 2, 251-298; for recent applications in natural product syntheses, see b) B. Liu, A. Padwa, Tetrahedron Lett. 1999, 40, 1645-1648; P. A. Jacobi, K. Lee, J. Am. Chem. Soc. 2000, 122, 4295-4303; J. C. Lee, J. K. Cha, J. Am. Chem. Soc. 2001, 123, 3243-3246; L. A. Paquette, I. Efremov, J. Am. Chem. Soc. 2001, 123, 4492-4501.
55. For a review on the intramolecular Diels-Alder reaction of oxazole and acetylene, see: a) P. A. Jacobi, Adv. Heterocycl. Nat. Prod. Synth. 1992, 2, 251-298; for recent applications in natural product syntheses, see b) B. Liu, A. Padwa, Tetrahedron Lett. 1999, 40, 1645-1648; P. A. Jacobi, K. Lee, J. Am. Chem. Soc. 2000, 122, 4295-4303; J. C. Lee, J. K. Cha, J. Am. Chem. Soc. 2001, 123, 3243-3246; L. A. Paquette, I. Efremov, J. Am. Chem. Soc. 2001, 123, 4492-4501.
56. For a review on the intramolecular Diels-Alder reaction of oxazole and acetylene, see: a) P. A. Jacobi, Adv. Heterocycl. Nat. Prod. Synth. 1992, 2, 251-298; for recent applications in natural product syntheses, see b) B. Liu, A. Padwa, Tetrahedron Lett. 1999, 40, 1645-1648; P. A. Jacobi, K. Lee, J. Am. Chem. Soc. 2000, 122, 4295-4303; J. C. Lee, J. K. Cha, J. Am. Chem. Soc. 2001, 123, 3243-3246; L. A. Paquette, I. Efremov, J. Am. Chem. Soc. 2001, 123, 4492-4501.
57. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
58. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
59. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
60. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
61. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
62. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
63. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
64. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
65. For recent multicomponent domino processes, see: a) K. Paulvannan, Tetrahedron Lett. 1999, 40, 1851-1854; b) H. Wang, A. Ganesan, Org. Lett. 1999, 1, 1647-1649; c) D. Lee, J. K. Sello, S. L. Schreiber, Org. Lett. 2000, 2, 709-712; d) B. Beck, M. Magnin-Lachaux, E. Herdtweck, A. Dömling, Org. Lett. 2001, 3, 2875-2878; e) C. Simon, J. F. Peyronel, J. Rodriguez, Org. Lett. 2001, 3, 2145-2148; f) L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001, 40, 903-905; g) H. Neumann, A. J. von Wangelin, D. Gördes, A. Spannenberg, M. Beller, J. Am. Chem. Soc. 2001, 123, 8398-8399; h) P. Langer, N. N. R. Saleh, I. Freifeld, Chem. Commun. 2002, 168-169.
66. These compounds are easily synthesized from commercially available cinnamate or by Sonogashira coupling, see: a) K. J. Schofield, J. C. E. Simpson, J. Chem. Soc. 1945, 512-520; b) K. Sonogashira in Metal-catalyzed Cross-coupling Reactions (Eds.: F. Diederich, P. J. Stang), Wiley-VCH, Weinheim, 1998, pp. 203-229.
67. These compounds are easily synthesized from commercially available cinnamate or by Sonogashira coupling, see: a) K. J. Schofield, J. C. E. Simpson, J. Chem. Soc. 1945, 512-520; b) K. Sonogashira in Metal-catalyzed Cross-coupling Reactions (Eds.: F. Diederich, P. J. Stang), Wiley-VCH, Weinheim, 1998, pp. 203-229.
68. a) S. L. Schreiber, Science 2000, 287, 1964-1969;
69. b) P. Arya, D. T. H. Chou, M. G. Baek, Angew. Chem. 2001, 113, 351-358. Angew. Chem. Int. Ed. 2001, 40, 339-346.
70. b) P. Arya, D. T. H. Chou, M. G. Baek, Angew. Chem. 2001, 113, 351-358. Angew. Chem. Int. Ed. 2001, 40, 339-346.