Synthesis 2017; 49(06): 1401-1409
DOI: 10.1055/s-0036-15880098
paper
© Georg Thieme Verlag Stuttgart · New York

Base-Promoted Three-Component One-Pot Approach to 3-(α,α-Diarylmethyl)indoles via Arylation of 3-Indolylalcohols

Mohit L. Deb*
a   Department of Applied Sciences, GUIST, Gauhati University, Guwahati 781014, Assam, India
,
Paran J. Borpatra
a   Department of Applied Sciences, GUIST, Gauhati University, Guwahati 781014, Assam, India
,
Prakash J. Saikia
b   Analytical Chemistry Division CSIR-NEIST, Jorhat 785006, Assam, India   Email: mohitdd.deb@gmail.com   Email: baruah.pranjal@gmail.com
,
Pranjal K. Baruah*
a   Department of Applied Sciences, GUIST, Gauhati University, Guwahati 781014, Assam, India
› Author Affiliations
Further Information

Publication History

Received: 06 September 2016

Accepted after revision: 25 October 2016

Publication Date:
24 November 2016 (online)


Abstract

A base-promoted 3-component one-pot approach to 3-(α,α-diarylmethyl)indoles via arylation of in situ generated 3-indolylalcohols in ethanol–water solvent system is reported. Use of acid catalysts or neutral organocatalysts does not offer the desired product, but furnish bis(indolyl)methanes instead. Electron-rich aromatics such as naphthols and phenols are preferably employed for arylation. The atom economy, use of green solvent, and the multicomponent strategy are the notable features of the reaction.

Supporting Information