Synthesis of N,3,4-trisubstituted-3-azoline-2-ones
申请人:Petrolite Corporation
公开号:US05021587A1
公开(公告)日:1991-06-04
N,3,4-trisubstituted-3-azoline-2-ones (such as N-benzyl-3,4-dimethyl-3-azoline-2-one) are prepared by the reaction of an alkyl 2-chloro-2,3-disubstituted-3-butenoate (such as ethyl 2-chloro-2,3-dimethyl-3-butenoate) with a primary amine (such as benzyl amine). Methods for preparing the precursor esters are also disclosed.
Single–carbon atom transfer reactions are lacking in organic synthesis, partly because of the absence of atomic carbon sources under standard solution-phase conditions. We report here that N-heterocyclic carbenes can serve as atomic carbon donors through the loss of a 1,2-diimine moiety. This strategy is applicable to single–carbon atom transfer to α,β-unsaturatedamides, which can be converted into