Synthesis 2011(1): 23-29  
DOI: 10.1055/s-0030-1258348
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

Efficient Preparation of Polyfunctional Indoles via a Zinc Organometallic Variation of the Fischer Indole Synthesis

Zhi-Guang Zhanga,b, Benjamin A. Haaga, Jin-Shan Lib, Paul Knochel*a
a Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, Haus F, 81377 Munich, Germany
Fax: +49(89)218077680; e-Mail: paul.knochel@cup.uni-muenchen.de;
b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. of China
Further Information

Publication History

Received 28 October 2010
Publication Date:
03 December 2010 (eFirst)

Abstract

Functionalized organozinc reagents readily react with various aryldiazonium salts furnishing regioselectively polyfunctional indoles after heating with microwave irradiation. This new organometallic variation of the Fischer indole synthesis tolerates a wide range of functional groups and can be readily scaled up.

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