Carbonylative Sonogashira coupling of terminal alkynes with aqueous ammonia

被引：173

作者：

Ahmed, MSM ^{[1
]}

Mori, A ^{[1
]}

机构：

[1] Tokyo Inst Technol, Chem Resources Lab, Yokohama, Kanagawa 2268503, Japan

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 17期

关键词：

D O I：

10.1021/ol035007a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

graphic Carbonylative coupling of phenylethyne with 4-methoxy-1-iodobenzene in the presence of 1 mol % PdCl2(PPh3)2, 2 equiv of 0.5 M aqueous ammonia, and CO (1 atm) gives the corresponding alpha,beta-alkynyl ketone in 72% isolated yield after stirring at room temperature for 41 h, while noncarbonylative coupling product is not obtained.

引用

页码：3057 / 3060

页数：4

共 33 条

[1]

ARCADI A, 1995, SYNLETT, P823

[2] SUBSTITUTIONS- UND ADDITIONSREAKTIONEN AN SILYLIERTEN ACETYLENEN [J].

BIRKOFER, L ;

UHLENBRA.H ;

RITTER, A .

CHEMISCHE BERICHTE-RECUEIL, 1963, 96 (12) :3280-&

[3]

Böhm VPW, 2000, EUR J ORG CHEM, V2000, P3679, DOI 10.1002/1099-0690(200011)2000:22<3679::AID-EJOC3679>3.0.CO

[4]

2-X

[5]

BOURGAIN M, 1973, B SOC CHIM FR II-CH, P2137

[6] Studies on copper(I) catalysed cross-coupling reactions:: A convenient and facile method for the synthesis of diversely substituted α,β-acetylenic ketones [J].

Chowdhury, C ;

Kundu, NG .

TETRAHEDRON, 1999, 55 (22) :7011-7016

[7]

COMPAGNON PL, 1975, B SOC CHIM FR II-CH, P779

[8] THE PREPARATION OF ACETYLENIC KETONES USING SOLUBLE SILVER ACETYLIDES [J].

DAVIS, RB ;

SCHEIBER, DH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (08) :1675-1678

[9]

DELAUDE L, 1994, SYNTHESIS-STUTTGART, P1149

[10]

FONTAINE M, 1962, B SOC CHIM FR, P2145

← 1 2 3 4 →