Volume 54, Issue 2 pp. 904-910
Article

Selective and Efficient Formylation of Indoles (C3) and Pyrroles (C2) Using 2,4,6-Trichloro-1,3,5-Triazine/Dimethylformamide (TCT/DMF) Mixed Reagent

Nasser Iranpoor

Corresponding Author

Nasser Iranpoor

Department of Chemistry, College of Sciences, Shiraz University, Shiraz, 71454 Iran

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Farhad Panahi

Farhad Panahi

Department of Chemistry, College of Sciences, Shiraz University, Shiraz, 71454 Iran

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Soodabeh Erfan

Soodabeh Erfan

Department of Chemistry, College of Sciences, Shiraz University, Shiraz, 71454 Iran

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Fatemeh Roozbin

Fatemeh Roozbin

Department of Chemistry, College of Sciences, Shiraz University, Shiraz, 71454 Iran

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First published: 04 May 2016
Citations: 11

Abstract

This study introduces an efficient method for the selective formylation of indoles and pyrroles at the positions of C(3) and C(2), respectively. The mixture of three equivalents of N,N-dimethylformamide and one equivalent of 2,4,6-trichloro-1,3,5-triazine (cyanuric chloride) generates an easy handling formylating agent for the efficient formylation of these classes of compounds to give the corresponding aldehydes under mild reaction conditions. This procedure was highly efficient, and a range of formylated indoles and pyrroles were obtained in good to excellent yields.

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