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Synthesis 1998; 1998(2): 167-170
DOI: 10.1055/s-1998-2008
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Synthesis of 1,3-Teraryls Through Carbanion Induced Ring Transformation of Functionalised Pyran-2-ones

Atul Goel* , Pratibha Srivastava, Mahendra Nath, Vishnu J. Ram
  • *Medicinal Chemistry Division, Central Drug Research Institute, Lucknow 226001, India; Fax + 91(5 22)22 34 05; E-mail: root@cscdri.ren.nic.in
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Publication History

Publication Date:
31 December 2000 (online)

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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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