Issue 38, 2020

2,3-Dimethoxyindolines: a latent electrophile for SNAr reactions triggered by indium catalysts

Abstract

2,3-Dimethoxyindolines (DiMeOINs) have emerged as a latent electrophile in indium-catalyzed SNAr reactions. They are easily obtained from commercially available indoles and allowed access to 3-substituted indoles. The reaction proceeds via SNAr reactions of in situ generated 3-methoxyindoles. Formation of C2-substituted indoles was also possible utilizing the C2-nucleophilicity of DIMeOIN. Our protocol is user friendly as DiMeOIN is a bench-stable easy-to-handle crystalline reagent.

Graphical abstract: 2,3-Dimethoxyindolines: a latent electrophile for SNAr reactions triggered by indium catalysts

Supplementary files

Article information

Article type
Communication
Submitted
17 Feb 2020
Accepted
31 Mar 2020
First published
31 Mar 2020

Chem. Commun., 2020,56, 5139-5142

2,3-Dimethoxyindolines: a latent electrophile for SNAr reactions triggered by indium catalysts

S. Hirao, T. Yamashiro, K. Kohira, N. Mishima and T. Abe, Chem. Commun., 2020, 56, 5139 DOI: 10.1039/D0CC01210F

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