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One-pot access to indolylchromeno[2,3-b]indoles via iodine-mediated Friedel-Crafts alkylation/oxidative coupling reaction of indoles and salicylaldehydes

Author:
Rong, Guang-Qing, Zhao, Jian-Qiang, Zhang, Xiao-Mei, Xu, Xiao-Ying, Yuan, Wei-Cheng, Zhou, Ming-Qiang
Source:
Tetrahedron 2018 v.74 no.19 pp. 2383-2390
ISSN:
0040-4020
Subject:
alkylation, chemical structure, indoles, reaction mechanisms
Abstract:
An I2-mediated Friedel-Crafts alkylation/oxidative coupling reaction of indoles and salicylaldehydes was developed. With the developed protocol, a series of indolylchromeno[2,3-b]indoles were obtained in good yields (up to 88%) under mild reaction conditions. Two possible reaction mechanisms were tentatively brought forward to account for the formation of the products in light of some control experiments.
Agid:
6130836