Organic Chemistry Portal

Abstracts

Search:

Acid-Catalyzed Synthesis of Aryl[4,5]isothiazoles through a Sulfenic Acid Pathway

Hong Yuan, Zhihua Sun*

*College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620, P. R. of China, Email: sungarisgmail.com

H. Yuan, Z. Sun, Synlett, 2019, 30, 1904-1908.

DOI: 10.1055/s-0039-1690201 (free Supporting Information)


Abstract

An acid-catalyzed thermolysis of a tert-butyl sulfoxide enables a simple synthesis of 3-substituted aryl[4,5]isothiazoles. Substituted aryl rings of varying electronic properties afford aryl[4,5]isothiazoles in high yields in the presence of a catalytic amount of p-toluenesulfonic acid in toluene.


see article for more examples



Synthesis of 3-Substituted Aryl[4,5]isothiazoles through an All-Heteroatom Wittig-Equivalent Process

F. Xu, Y. Chen, E. Fan, Z. Sun, Org. Lett., 2016, 18, 2777-2779.


Key Words

benzisothiazoles, catalytic reactions, synthetic methods


ID: J72-Y2019