Organic Chemistry Portal

Abstracts

Search:

Cascade Thiol-Michael-Aldol Reaction Promoted by Tetramethyl Guanidine: Synthesis of 2H-Thiochromene-3-carboxylate Libraries

Thi Thu Huong Nguyen, Thi Xuyen Nguyen, Thi Thuong Thuong Cao, Tuan Hoang Dinh, Hung Huy Nguyen, Thai Thanh Thu Bui, Van Phong Pham, Dinh Hung Mac*

*Medicinal Chemistry Laboratory, Faculty of Chemistry, VNU-HUS, 19 Le Thanh Tong, Hoan Kiem, Ha Noi, Vietnam, Email: macdinhhunghus.edu.vn

T. T. H. Nguyen, T. X. Nguyen, T. T. T. Cao, T. H. Dinh, H. H. Nguyen, T. T. T. Bui, V. P. Pham, D. H. Mac, Synlett, 2017, 28, 429-432.

DOI: 10.1055/s-0036-1588377


Abstract

Tetramethylguanidine (TMG) promotes a cascade thiol-Michael-aldol-dehydration reaction between 2-mercaptobenzaldehyde and cinnamate esters to provide 2H-thiochromene-3-carboxylate derivatives with a variety of substituents in high yields.

see article for more examples


reaction pathway



Key Words

thiochromenes, cascade thiol-Michael-aldol, 2-mercaptobenzaldehydes, methyl cinnamates, tetramethylguanidine


ID: J60-Y2017