A facile route to vinyl-and arylphosphonates by vinyl and aryl radical trapping with (MeO) 3P

XY Jiao, WG Bentrude

Index: Jiao, Xian-Yun; Bentrude, Wesley G. Journal of Organic Chemistry, 2003 , vol. 68, # 8 p. 3303 - 3306

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Citation Number: 43

Abstract

The generation of vinyl or aryl radicals under classical, thermal AIBN/n-Bu3SnH conditions at 80° C in the presence of an excess of (MeO) 3P gives rise to the corresponding vinyl-or arylphosphonates in good yields. This approach complements the photochemical reactions of the same systems previously used. Reactions with the individual stereoisomers of MeCH CHMeBr (thermal AIBN/n-Bu3SnH conditions) afford a radical-equilibrated 96/4 E/Z ratio ...