Issue 71, 2015

Metal-free regioselective C-3 acetoxylation of N-substituted indoles: crucial impact of nitrogen-substituent

Abstract

A metal-free method for the regioselective C-3 acetoxylation of the N-substituted indoles with PhI(OAc)2 is described under mild reaction conditions. This method tolerates a broad range of functional groups with moderate to good yields. The π-electron-deficient aryl-substituents on the N-atom of indoles and the acidic reaction medium remarkably favor C-3 acetoxylation.

Graphical abstract: Metal-free regioselective C-3 acetoxylation of N-substituted indoles: crucial impact of nitrogen-substituent

Supplementary files

Article information

Article type
Paper
Submitted
02 Jun 2015
Accepted
24 Jun 2015
First published
24 Jun 2015

RSC Adv., 2015,5, 57472-57481

Author version available

Metal-free regioselective C-3 acetoxylation of N-substituted indoles: crucial impact of nitrogen-substituent

V. Soni, U. N. Patel and B. Punji, RSC Adv., 2015, 5, 57472 DOI: 10.1039/C5RA10428A

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