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.