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Synthesis 1993; 1993(1): 94-98
DOI: 10.1055/s-1993-25807
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A Regioselective Synthesis of Dimethyl Phthalide-3-phosphonates

Mitsuaki Watanabe* , Saori Ijichi, Sunao Furukawa
  • *Center for Instrumental Analysis, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852, Japan
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Publication Date:
17 September 2002 (online)

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Dimethyl phthalide-3-phosphonates having various substituents on the benzene ring were regioselectively synthesized by the reaction of N,N-diethyl-2-formylbenzamides with tert-butyldimethylsilyl dimethyl phosphite followed by treatment with methanesulfonic acid. N,N-Diethyl-2-formylbenzamides were regioselectively prepared by ortho lithiation-formylation of the corresponding benzamides.