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Synthesis 2008(12): 1895-1901
DOI: 10.1055/s-2008-1067081
DOI: 10.1055/s-2008-1067081
PAPER
© Georg Thieme Verlag Stuttgart · New York
[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
Further Information
Received
21 January 2008
Publication Date:
16 May 2008 (online)
Publication History
Publication Date:
16 May 2008 (online)
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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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