Helvetica Chimica Acta

Von der basenkatalysierten Ringöffnung von 2H??Azirinen zu einer α??Alkylierungsmethode von primären Aminen

AH Schulthess, HJ Hansen

Index: Schulthess, Adrian Heinz; Hansen, Hans-Juergen Helvetica Chimica Acta, 1981 , vol. 64, # 5 p. 1322 - 1336

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Citation Number: 14

Abstract

Summary It is shown that fluorene-9'-spiro-2-(3-phenyl-2 H-azirine)(1) on treatment with various alcohols in the presence of the corresponding alkoxide ions yields N-(9'-fluoreny1) benzimidates 2a-d (Scheme I). 2, 2, 3-Triphenyl-2H-azirine (3) reacts with methanol in a similar manner (Scheme 2). Benzimidates 2a (Scheme 3), 8 (Scheme 4) and and 10 (Scheme 5) can easily be deprotonated by butyllithium (BuLi) or lithium diisopropylamide ( ...