Highly satisfactory alkynylation of alkenyl halides via Pd-catalyzed cross-coupling with alkynylzincs and its critical comparison with the sonogashira alkynylation

Organic Letters

Volumn 5, Issue 10, 2003, Pages 1597-1600

  Negishi, Ei Ichi ^a   Qian, Mingxing ^a   Zeng, Fanxing ^a   Anastasia, Luigi ^a   Babinski, David ^a  

^a PURDUE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENYL GROUP; ALKYNYL GROUP; HALIDE; PALLADIUM; ZINC DERIVATIVE; ALKYNE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ZINC;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPARATIVE STUDY; ELECTRON; REACTION ANALYSIS; SONOGASHIRA REACTION; STRUCTURE ANALYSIS; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

ALKYNES; CATALYSIS; INDICATORS AND REAGENTS; PALLADIUM; STEREOISOMERISM; ZINC;

EID: 0041728814     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol030010f     Document Type: Article

References (54)

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51. For strictly "pair"-selective syntheses of conjugated diynes, see: (a) Reference 3d. (b) Kende, A. S.; Smith, C. A. J. Org. Chem. 1988, 53, 2655. (c) Reference 5e. (d) Reference 5f. (e) Qian, M.; Negishi, E. Org. Process Res. Dev. In press. (f) Alami, M.; Ferri, F. Tetrahedron Lett. 1996, 37, 2763. (g) Nishihara, Y.; Ikegashira, K.; Mori, A.; Hiyama, T. Tetrahedron Lett. 1998, 39, 4075.
52. For strictly "pair"-selective syntheses of conjugated diynes, see: (a) Reference 3d. (b) Kende, A. S.; Smith, C. A. J. Org. Chem. 1988, 53, 2655. (c) Reference 5e. (d) Reference 5f. (e) Qian, M.; Negishi, E. Org. Process Res. Dev. In press. (f) Alami, M.; Ferri, F. Tetrahedron Lett. 1996, 37, 2763. (g) Nishihara, Y.; Ikegashira, K.; Mori, A.; Hiyama, T. Tetrahedron Lett. 1998, 39, 4075.
53. For strictly "pair"-selective syntheses of conjugated diynes, see: (a) Reference 3d. (b) Kende, A. S.; Smith, C. A. J. Org. Chem. 1988, 53, 2655. (c) Reference 5e. (d) Reference 5f. (e) Qian, M.; Negishi, E. Org. Process Res. Dev. In press. (f) Alami, M.; Ferri, F. Tetrahedron Lett. 1996, 37, 2763. (g) Nishihara, Y.; Ikegashira, K.; Mori, A.; Hiyama, T. Tetrahedron Lett. 1998, 39, 4075.
54. For strictly "pair"-selective syntheses of conjugated diynes, see: (a) Reference 3d. (b) Kende, A. S.; Smith, C. A. J. Org. Chem. 1988, 53, 2655. (c) Reference 5e. (d) Reference 5f. (e) Qian, M.; Negishi, E. Org. Process Res. Dev. In press. (f) Alami, M.; Ferri, F. Tetrahedron Lett. 1996, 37, 2763. (g) Nishihara, Y.; Ikegashira, K.; Mori, A.; Hiyama, T. Tetrahedron Lett. 1998, 39, 4075.