Issue 10, 2016
From the journal:

Organic & Biomolecular Chemistry

Synthesis of indoles and tryptophan derivatives via photoinduced nitrene C–H insertion†

Lukas Junka  and  Uli Kazmaier*a  

* Corresponding authors

a Institute of Organic Chemistry, Saarland University, P.O. Box 151150, 66041 Saarbrücken, Germany
E-mail: u.kazmaier@mx.uni-saarland.de

Abstract

Functionalized indoles and tryptophans can be obtained from stannylated alkenes and o-iodoanilines via Stille coupling. Subsequent azidation and photochemical nitrene generation results in the formation of the heterocyclic ring systems via C–H insertion.

Graphical abstract: Synthesis of indoles and tryptophan derivatives via photoinduced nitrene C–H insertion

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Article information

DOI
https://doi.org/10.1039/C5OB02563J
Article type
Paper
Submitted
14 Dec 2015
Accepted
02 Feb 2016
First published
12 Feb 2016

Org. Biomol. Chem., 2016,14, 2916-2923

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Synthesis of indoles and tryptophan derivatives via photoinduced nitrene C–H insertion

L. Junk and U. Kazmaier, Org. Biomol. Chem., 2016, 14, 2916 DOI: 10.1039/C5OB02563J

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