ATRA-like alkylation–peroxidation of alkenes with trichloromethyl derivatives by the combination of tBuOOH and NEt3†,10.1039/C8QO00868J

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

ATRA-like alkylation–peroxidation of alkenes with trichloromethyl derivatives by the combination of tBuOOH and NEt3†

Cui Chen,Hua Tan,Bifu Liu,Chaochao Yue,Weibing Liu

Organic Chemistry Frontiers Pub Date : 10/03/2018 00:00:00 , DOI:10.1039/C8QO00868J

Abstract

A method was developed for alkylation–peroxidation of alkenes using tert-butyl hydroperoxide (TBHP) and chloroform under metal-free conditions. This method is a unique and innovative approach to the construction of α-tert-butylperoxy-β-dichloromethyl alkanes, employing CHCl₃ as an alkylating reagent to provide a –CHCl₂ group, and TBHP as an oxidant to provide an α-^tBuOO group. The reaction was successfully applied to carbon tetrachloride and 1,1,1-trichloroethane, and was regiospecific for terminal alkenes.