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
10 ذو الحجة 1441
Accepted
28 ذو الحجة 1441
First published
28 ذو الحجة 1441

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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