Addition‐rearrangement reactions of 5‐imino‐Δ³‐1,2,4‐thiadiazolines with trichloroacetonitrile

Abstract

The reactions of 2‐alkyl‐3‐phenyl‐Δ3‐1,2,4‐thiadiazolin‐5‐imines 5a,b with trichloroacetonitrile at room temperature yield rearranged products, which are shown by 1H and 13C nmr spectroscopy to exist in two tautomeric structures 6 and 7.

Cycloaddition of N‐(2,2,2‐trichloroethylidene)‐substituted carboxamides and carbamates to 1,2,4‐thiadiazol‐5(2H)‐imines

“…Nucleophilic agents 4 have already found application in fine organic synthesis. The most interesting of their properties is the ability to take part in [3 + 2]-cycloaddition reactions as 1,3-dipoles [2][3][4][5][6]. In particular, much has been studied about their interaction with isocyanates, isothiocyanates, and carbodiimides [2].…”