The Journal of Organic Chemistry

Alkylidene carbene generation from tosylazoalkenes and silylvinyl triflates

PJ Stang, DP Fox

Index: Stang,P.J.; Fox,D.P. Journal of Organic Chemistry, 1977 , vol. 42, p. 1667 - 1669

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Citation Number: 35

Abstract

Summary: Thermal decomposition of tosylazoalkenes, RzC= CHN= NTs, at 25" C gave unsaturated carbene derived products in 2640% yield; similarly fluoride ion initiated decomposition of silylvinyl triflates R2C= C (OTf) Si (CH3) 3 in cyclohexene or ethyl vinyl ether gave quantitative yields of carbene adducts in 1-2 h at-20 or 0" C; these two methods represent the mildest known conditions for alkylidene carbene generation to date.

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