Synthesis of β-halobutenolides and their Pd(0)/CuI-catalyzed cross-coupling reactions with terminal alkynes.: A general route to β-(1′-alkynyl)butenolides

被引：73

作者：

Ma, SM ^{[1
]}

Shi, ZJ ^{[1
]}

Yu, ZQ ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(99)00275-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new procedure for the efficient synthesis of beta-halobutenolides was developed. The Pd(0)-catalyzed coupling reactions of beta-halobutenolides with terminal alkynes to afford beta-substituted butenolides are described. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2393 / 2396

页数：4

共 11 条

[1]

BRAVERMAN S, 1977, TETRAHEDRON LETT, P1753

[2]

Brima T. S., 1990, US Pat, Patent No. [4968817, 4968817A]

[3]

Gauthier J.Y., 1995, PCT Int. Appl. WO 95 00,501, Patent No. [9500501, 95 00,501]

[4] SYNTHESIS OF ALPHA,BETA-UNSATURATED BUTENOLIDES FROM ALLENIC ACIDS [J].

GILL, GB ;

IDRIS, MSH .

TETRAHEDRON LETTERS, 1985, 26 (39) :4811-4814

[5]

KRESZE G, 1976, LIEBIGS ANN CHEM, P979

[6]

Lee G.C.M., 1991, PCT Int. Appl. WO 91 16,055, Patent No. [91 16,055, 9116055]

[7]

LEE GCM, 1990, Patent No. 372940

[8] Pd(0)/Ag+-cocatalyzed cyclization reaction of 1,2-allenic carboxylic acids with aryl/alkenyl halides.: An efficient synthesis of butenolides [J].

Ma, SM ;

Shi, ZJ .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (18) :6387-6389

[9]

SHINGU K, 1967, TETRAHEDRON LETT, P4371

[10] CONVENIENT SYNTHESIS OF ACETYLENES - CATALYTIC SUBSTITUTIONS OF ACETYLENIC HYDROGEN WITH BROMOALKENES, IODOARENES, AND BROMOPYRIDINES [J].

SONOGASHIRA, K ;

TOHDA, Y ;

HAGIHARA, N .

TETRAHEDRON LETTERS, 1975, (50) :4467-4470

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