Efficient Preparation of Polyfunctional Indoles via a Zinc Organometallic Variation of the Fischer Indole Synthesis
Zhi-Guang Zhang, Benjamin A. Haag, Jin-Shan Li, Paul Knochel*
*Department Chemie, Ludwig-Maximilians-Universität München,
Butenandtstr. 5-13, Haus F, 81377 Munich, Germany, Email: paul.knochel
cup.uni-muenchen.de
Z.-G. Zhang, B. A. Haag, J.-S. Li, P. Knochel, Synthesis, 2011, 23-29.
DOI: 10.1055/s-0030-1258348
Abstract
Functionalized organozinc reagents readily react regioselectively with various aryldiazonium salts to yield 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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Key Words
organozinc reagents, indoles, regioselectivity, Fischer indole synthesis, N-heterocycles, microwave synthesis
ID: J66-Y2011-0000
