Synthesis of 1,3-Teraryls Through Carbanion Induced Ring Transformation of Functionalised Pyran-2-ones

Goel, Atul ; Srivastava, Pratibha ; Nath, Mahendra ; Ram, Vishnu J. (1998) Synthesis of 1,3-Teraryls Through Carbanion Induced Ring Transformation of Functionalised Pyran-2-ones Synthesis, 1998 (02). pp. 167-170. ISSN 0039-7881

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Official URL: http://doi.org/10.1055/s-1998-2008

Related URL: http://dx.doi.org/10.1055/s-1998-2008

Abstract

1,3-Teraryls 2 were synthesised by reaction of 6-aryl-3-methoxycarbonyl-4-(methylthio)-2H-pyran-2-ones 1 a with aryl methyl ketones. An analogous reaction with 6-aryl-3-cyano-4-(methylthio)-2H-pyran-2-ones 1 b and aryl methyl ketones failed to yield cyano-substituted 1,3-teraryls, but afforded (4,6-diarylpyran-2-ylidene)acetonitriles 4 in poor yields. 6-aryl-3-methoxycarbonyl-4-(methylthio)-2H-pyran-2-one - aryl methyl ketone - carbanion - 1,3-teraryl - ring-transformation reaction

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