Tetrahedron

Investigation of the regioselectivity of the Hurd–Mori reaction for the formation of bicyclic 1, 2, 3-thiadiazoles

…, T Linder, M Schnürch, MD Mihovilovic, P Stanetty

Index: Turner, Martin; Linder, Thomas; Schnuerch, Michael; Mihovilovic, Marko D.; Stanetty, Peter Tetrahedron, 2010 , vol. 66, # 29 p. 5472 - 5478

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Citation Number: 2

Abstract

A series of new pyrrolo [d][1, 2, 3] thiadiazole carboxylates and 5, 6-dihydro-4H-cyclopenta [d][1, 2, 3] thiadiazoles has been synthesized via the Hurd–Mori reaction. The regioselectivity of the cyclization has been studied and trends were established to predict the cyclization direction to afford bicyclic 1, 2, 3-thiadiazoles. Effects promoting and disfavoring the reaction have also been investigated to guide the synthesis of scaffolds of ...