Iodine-Catalyzed Three-Component Cascade Reaction for the Synthesis of Substituted 2-Phenylnaphtho[1,3]selenazoles under Transition-Metal-Free Conditions

Wenqi Chen; Xiaoming Zhu; Fei Wang; Yuan Yang; Guobo Deng; Yun Liang

doi:10.1021/acs.joc.9b03154

Iodine-Catalyzed Three-Component Cascade Reaction for the Synthesis of Substituted 2-Phenylnaphtho[1,3]selenazoles under Transition-Metal-Free Conditions

J Org Chem. 2020 Mar 6;85(5):3349-3357. doi: 10.1021/acs.joc.9b03154. Epub 2020 Feb 19.

Authors

Wenqi Chen¹, Xiaoming Zhu², Fei Wang¹, Yuan Yang¹, Guobo Deng¹, Yun Liang¹

Affiliations

¹ National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha, Hunan 410081, China.
² Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Hunan Province Universities Key Laboratory of Functional Organometallic Materials, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China.

PMID: 32024357
DOI: 10.1021/acs.joc.9b03154

Abstract

An efficient molecular iodine-catalyzed three-component cascade reaction for the construction of 2-phenylnaphtho[2,1-d]selenazoles from naphthalen-2-amine, aldehydes, and selenium powder has been developed. The present approach has the advantages of metal-free conditions, simple operation, and available raw materials. Moreover, the mechanism of the study proved that the reaction underwent a radical process.

Publication types

Research Support, Non-U.S. Gov't