Reactions of a,ß‐unsaturated N‐benzenesulfonyl Imine – N‐[(2E)‐3‐phenyl‐2‐propen‐1‐ylidene]benzenesulfonamide with Methyllithium
JOURNAL OF THE CHINESE CHEMICAL SOCIETY(2015)
Abstract
alpha,beta-Unsaturated N-benzenesulfonyl imine 1 was treated with 1.1 eq methyllithium to afford 1,2-addition adduct as a sole product. However, when compound 1 was treated with 2 eq MeLi, 1,2-addition product, benzenesulfonamide derivative 3 and 2H-1,2-benzothiazine 1,1-dioxide derivatives 4 and 5 were isolated.
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Key words
Nucleophilic addition,alpha,beta-Unsaturated sulfonyl imine,1,2-Addition,Cyclization
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