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

doi:10.1055/s-0030-1258348

PSP

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

Zhi-Guang Zhang^a,b, Benjamin A. Haag^a, Jin-Shan Li^b, 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

Abstract

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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.

Key words

organozinc reagents - indoles - regioselectivity - Fischer indole synthesis - N-heterocycles

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References

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