The Journal of Organic Chemistry

Synthesis of secondary and tertiary carbinamines from N-alkylidenearenesulfenamides and alkyl-and aryllithium reagents

FA Davis, PA Mancinelli

Index: Davis,F.A.; Mancinelli,P.A. Journal of Organic Chemistry, 1977 , vol. 42, # 2 p. 398 - 399

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Citation Number: 43

Abstract

Summary: A one-step synthesis of secondary and tertiary carbinamines from N-alkylidenearenesulfenamides 1 and alkyl and aryllithium reagents is described which illustrates the synthetic value of 1 as “masked” imine derivatives of ammonia. ... Sir: The importance of the imine (azomethine) group in or- ganic synthesis is well d0cumented.l Its use, however, is gen- erally restricted to N-substituted imines since imines of am- monia (>C=NH) are easily hydrolyzed and undergo self- ...

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