Issue 34, 2020

Rapid access to 3-indolyl-1-trifluoromethyl-isobenzofurans by hybrid use of Lewis/Brønsted acid catalysts

Abstract

We report herein a rapid access to 3-indolyl-1-trifluoromethyl-isobenzofurans via a [1,4]-hydride shift/cyclizatin/intermolecular nucleophilic addition reaction sequence. In this process, a Lewis acid promoted internal redox reaction ([1,4]-hydride shift/cyclization) followed by a Brønsted acid promoted intermolecular reaction (generation of cyclic oxonium cation/intermolecular Friedel–Crafts reaction) occurred to give various 3-indolyl-1-trifluoromethyl-isobenzofurans in good chemical yields.

Graphical abstract: Rapid access to 3-indolyl-1-trifluoromethyl-isobenzofurans by hybrid use of Lewis/Brønsted acid catalysts

Supplementary files

Article information

Article type
Communication
Submitted
31 Goue. 2020
Accepted
18 Eost 2020
First published
18 Eost 2020

Org. Biomol. Chem., 2020,18, 6602-6606

Rapid access to 3-indolyl-1-trifluoromethyl-isobenzofurans by hybrid use of Lewis/Brønsted acid catalysts

D. Hoshino and K. Mori, Org. Biomol. Chem., 2020, 18, 6602 DOI: 10.1039/D0OB01582B

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