[4 + 1 + 1] Tandem Cyclization Reaction Involving Isocyanides: Access to 2-(Trifluoromethyl)quinazolin-4(3 H)-imines

Shen Ge; Yi-Ming Zhu; Xiao-Ping Xu; Shun-Jun Ji

doi:10.1021/acs.joc.1c03008

[4 + 1 + 1] Tandem Cyclization Reaction Involving Isocyanides: Access to 2-(Trifluoromethyl)quinazolin-4(3 H)-imines

J Org Chem. 2022 Mar 4;87(5):3422-3432. doi: 10.1021/acs.joc.1c03008. Epub 2022 Feb 8.

Authors

Shen Ge¹, Yi-Ming Zhu¹, Xiao-Ping Xu^{1

2}, Shun-Jun Ji¹

Affiliations

¹ Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123, P. R. China.
² Innovation Center for Chemical Science, Soochow University, Suzhou 215123, P. R. China.

PMID: 35133158
DOI: 10.1021/acs.joc.1c03008

Abstract

A palladium-catalyzed three-component reaction of isocyanides, 2,2,2-trifluoro-N-(2-iodophenyl)acetimidoyl chlorides, and amines for the one-pot synthesis of 2-(trifluoromethyl)quinazolin-4(3H)-imines was described. The protocol features a wide substrate scope, high efficiency, and readily available raw materials.