Molecules

Synthesis of Pyrrolo [2, 3-d][1, 2, 3] thiadiazole-6-carboxylates via the Hurd-Mori Reaction. Investigating the Effect of the N-Protecting Group on the Cyclization

P Stanetty, M Turner, M Mihovilovic

Index: Stanetty, Peter; Turner, Martin; Mihovilovic, Marko D. Molecules, 2005 , vol. 10, # 2 p. 367 - 375

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Citation Number: 7

Abstract

Abstract: A route to methyl pyrrolo [2, 3-d][1, 2, 3] thiadiazole-6-carboxylates as potential plant activators and inducers of systemic acquired resistance (SAR) is reported. A synthetic strategy based on cyclization of the thiadiazole ring system utilizing thionyl chloride via the Hurd-Mori protocol as key step was developed. Success of the ring closure reaction turned out to be highly dependent on the nature of the N-protecting group of the pyrrolidine ...