[5C + 1C/N/S/Se] Annulations of α-Alkenoyl-α-carbamoylketene Dithioacetals: A Facile and Convenient Synthesis of Salicylamide, Nicotinamide and Thio/Selenopyran-3-carboxamide Derivatives

Abstract

Rapid access to pharmaceutically important scaffolds, including salicylamides, dihydronicotinamides and dihydrothio/dihydroselenopyran­-3-carboxamides, are described. The [5+1]-annulation­ reactions of α-alkenoyl-α-carbamoylketene dithioacetals with carbon, nitrogen, sulfur and selenium nucleophiles give the title­ compounds in high yields under mild conditions.

Key words

α-alkenoyl-α-carbamoylketene dithioacetals - [5+1] annulation - salicylamides - nicotinamides - thio/selenopyran-3-carboxamides

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