New synthetic method for indole-2-carboxylate and its application to the total synthesis of duocarmycin SA

被引：60

作者：

Hiroya, K ^{[1
]}

Matsumoto, S ^{[1
]}

Sakamoto, T ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 17期

关键词：

D O I：

10.1021/ol0489548

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The sequential coupling and cyclization reactions between aryl halides and methyl propiolate were investigated. The electron-withdrawing groups on the aromatic ring are essential for producing the methyl indole-2-carboxylate derivatives. On the other hand, the presence of an extra methyl propiolate and Pd(PPh(3))(4) were required to provide an efficient catalytic system for the cyclization reactions. This reaction was used for the total synthesis of duocarmycin SA.

引用

页码：2953 / 2956

页数：4

共 24 条

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