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Synthesis 1995; 1995(8): 929-930
DOI: 10.1055/s-1995-4029
short paper
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Cycloaromatization of Methyl (E)-4-(Methyllithio)-3-(1-pyrrolidinyl)-2-butenoate with α-Oxoketene N,S-Acetals: Direct Synthesis of 3,5-Bis(cycloalkylamino)biphenyls

Kethiri R. Reddy, Hiriyakkanavar Ila* , Hiriyakkanavar Junjappa1
  • *Department of Chemistry, North-Eastern Hill University, Shillong - 793003 Meghalaya, India
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Publication Date:
31 December 2000 (online)

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The vinyl carbanion 2 undergoes cycloaromatization with α-oxoketene N,S-acetals 3 through 1,4-conjugate addition-elimination process to afford 3,5-diaminobiphenyls 4 in good yields.

β-pyrrolidinocrotonate - α-oxoketene N,S-acetals - bis(cycloalkylamino)biphenyls - cycloaromatization - γ-1,4-conjugate addition