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Straightforward synthesis of benzoxazoles and benzothiazoles via photocatalytic radical cyclization of 2-substituted anilines with aldehydes

Hao Anh Nguyen Le, Long Hoàng Nguyễn, Quynh N. Nguyen, Hai Truong Nguyen, Khang Quoc Nguyen, Phuong Hoang Tran

2020Catalysis Communications32 citationsDOIOpen Access PDF

Abstract

Eosin Y-catalyzed one-pot coupling and cyclization of o-substituted anilines with aldehydes to form benzoxazoles and benzothiazoles under mild condition has been developed. The reaction scope was broadly tolerant of various 2-substituted anilines and aldehydes. The desired products were obtained in high yields with the use of eosin Y as a photocatalyst under a substantial refinement of reaction conditions in comparison with previous literature. Based on the experimental results observed, a plausible mechanism involving a radical process has been proposed.

Topics & Concepts

ChemistryPhotocatalysisCatalysisEosin YCombinatorial chemistryScope (computer science)Organic chemistryPhotochemistryComputer scienceProgramming languageCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques