A convenient method for the generation of dihalocarbenes

Abstract

A catalytic amount of a quaternary ammonium chloride, especially PhCH2N+Et3 Cl- (TEBA), facilitates the reaction of HCCl3 or HCBr3 with KF-Al2O3 in MeCN. The dihalocarbenes formed are trapped by alkenes to give gem-dihalocyclopropanes. Thus, a mixture of KF-Al2O3, cyclohexene, HCBr3, and TEBA in MeCN was stirred at 40?for 5 h to give 50% 7,7-dibromobicyclo[4.1.0]heptane.

Key words: METHANE P, ALUMINIUM OXIDE, CYCLOPROPANE P, CARBENE, ELIMINATION REACTION, HALOHYDROCARBON, HALOHYDROCARBON, POTASSIUM FLUORIDE, QUATERNARY AMMONIUM COMPOUNDS

CLC Number:

O621.16

Cite this article

DING XINTENG, LIU CANPEI. A convenient method for the generation of dihalocarbenes[J]. Chinese Journal of Organic Chemistry, 1988, 8(6): 511-513.

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