1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with diazoalkanes?

Organic & Biomolecular Chemistry Pub Date: 2010-04-23 DOI: 10.1039/C002479A

Abstract

2-Thio-3-chloroacrylamides undergo 1,3-dipolar cycloadditions with diazoalkanes leading to a series of novel pyrazolines and pyrazoles. The mechanistic and synthetic features of the cycloadditions to the 2-thio-3-chloroacrylamides at both the sulfide and sulfoxide levels of oxidation are rationalised on the basis of the nature of the substituents.

Graphical abstract: 1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with diazoalkanes
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