Heck reaction on protected 3-alkyl-1,2-dien-1-ols: an approach to substituted 3-alkenylindoles, 2-alkoxy-3-alkylidene-2,3-dihydrobenzofuranes and -indolidines

被引：12

作者：

Boi, Tommaso ^{[1
]}

Deagostino, Annamaria ^{[1
]}

Prandi, Cristina ^{[1
]}

Tabasso, Silvia ^{[1
]}

Toppino, Antonio ^{[1
]}

Venturello, Paolo ^{[1
]}

机构：

[1] Univ Turin, Dipartimento Chim Gen & Chim Organ, I-10125 Turin, Italy

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 09期

关键词：

PALLADIUM-CATALYZED CYCLIZATION; ALLENES; INDOLES; ARYL; ANNULATION; ALKALOIDS; 1-ALKOXY-1,3-DIENES; HETEROANNULATION; CARBOANNULATION; HETEROCYCLES;

D O I：

10.1039/b925550h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A phosphine-free annulation reaction has been exploited for the preparation of substituted 3-alkenylindoles, 2-alkoxy-3-alkylidene-2,3-dihydrobenzofuranes and -indolidines in good to excellent yields. This has been done by reaction of protected 3-alkyl-1,2-dienols with o-iodophenols or protected o-iodoanilines. Two different heterocyclic skeletons were obtained, depending on the electron-donating properties of the heteroatom involved in the annulation process.

引用

页码：2020 / 2027

页数：8

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