Issue 19, 1991

A novel ring expansion observed during the intramolecular cyclisation with N-methoxy-N-acylnitrenium ions generated from N-methoxyamides: an expedient synthesis of 1,5-benzodiazonine derivatives

Abstract

Cyclisation of N-methoxy-N-acylnitrenium ions generated from N-methoxyamides of 6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-acetic acids with a hypervalent iodine compound proceeds through a spirocyclic intermediate followed by ring expansion to form 1,5-benzodiazonine derivatives in good yield.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1991, 1354-1355

A novel ring expansion observed during the intramolecular cyclisation with N-methoxy-N-acylnitrenium ions generated from N-methoxyamides: an expedient synthesis of 1,5-benzodiazonine derivatives

Y. Kikugawa and M. Kawase, J. Chem. Soc., Chem. Commun., 1991, 1354 DOI: 10.1039/C39910001354

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