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Paper | Special issue | Vol 56, No. 1-2, 2002, pp.273-282
Published online, 1st January, 1970
DOI: 10.3987/COM-01-S(K)35
1,3-Dipolar Cycloaddition of Diazomethane to 1,1-Difluoroallylphosphonates: Application to Synthesis of Cyclopropane Derivatives Having a Diethoxyphosphoryldifluoromethylene Unit

Tsutomu Yokomatsu,* Kenji Suemune, Tetsuo Murano, and Shiroshi Shibuya

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

1,3-Dipolar cycloaddition of diazomethane to (1,1-difluoroallyl)phosphonates was examined to give pyrazolines functionalized by a diethoxyphosphoryldifluoromethylene unit. The pyrazolines were transformed to the cyclopropane derivatives possessing a diethoxyphosphoryl-difluoromethylene functionality by photolysis.