Direct Introduction of −OCD3 into the Hantzsch Pyrrole Synthesis via Multicomponent Cascade Cyclization: Synthesis of Fully Substituted Pyrrole Derivatives

Author:

Wang Li‐Sheng1,Zhou You1,Lei Shuang‐Gui1,Tang Bo‐Cheng2ORCID,Yu Zhi‐Cheng1,Tang Yong‐Xing1,Wu Yan‐Dong1ORCID,Wu An‐Xin1

Affiliation:

1. National Key Laboratory of Green Pesticide International Joint Research Center for Intelligent Biosensor Technology and Health College of Chemistry Central China Normal University Wuhan 430079 People's Republic of China

2. State Key Laboratory of Chemical Biology and Drug Discovery Department of Applied Biology and Chemical Technology The Hong Kong Polytechnic University Kowloon 999077 Hong Kong SAR People's Republic of China

Abstract

AbstractA I2‐DMSO mediated approach to introduce −OCD3 into pyrroles in situ via multicomponent cascade cyclization reaction using methyl ketones, aniline, ethyl benzoylacetate and CD3OD as readily available substrates is reported. This process realizes introduction of −OCD3 into the Hantzsch pyrrole synthesis and synthesis of deuterated alkoxy‐substituted pyrroles with formation of one C−C bond, one C−O bond and two C−N bonds in one pot. Notably, this conversion has good substrate compatibility (62 examples) and eliminates of the need for anhydrous and anaerobic operation.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry

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