The Journal of Organic Chemistry

Cycloaddition reactions of isoquinoline-pyrroline-2, 3-dione and. beta.-carboline-pyrroline-2, 3-dione with benzyne. Total synthesis of 8-oxypseudopalmatine and …

A Cobas, E Guitian, L Castedo

Index: Cobas, Agustin; Guitian, Enrique; Castedo, Luis Journal of Organic Chemistry, 1992 , vol. 57, # 25 p. 6765 - 6769

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Citation Number: 24

Abstract

Protoberberines are isoquinoline alkaloids characterized by the tetracyclic structure 1. This group includes more than 100 members' whose natural and pharmacological propertie~ l-~ have been reviewed and continues to attract the interest of several groups? While studying the synthesis of isoquinoline alkaloids by intermolecular benzyne cycloaddition, we observed that pyrrolinediones 3, which are readily obtained from imines 2, can act as aza ...