Synthesis and Properties of Substituted CBI Analogs of CC-1065 and the Duocarmycins Incorporating the 7-Methoxy-1, 2, 9, 9a-tetrahydrocyclopropa [c] benz [e] indol …

…, JA McKie, H Cai, B Cacciari, PG Baraldi

Index: Boger, Dale L.; McKie, Jeffrey A.; Cai, Hui; Cacciari, Barbara; Baraldi Journal of Organic Chemistry, 1996 , vol. 61, # 5 p. 1710 - 1729

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Citation Number: 47

Abstract

The synthesis of 7-methoxy-1, 2, 9, 9a-tetrahydrocyclopropa [c] benz [e] indol-4-one (MCBI), a substituted CBI derivative bearing a C7 methoxy group para to the C4 carbonyl, is described in efforts that establish the magnitude of potential electronic effects on the chemical and functional reactivity of the agents. The core structure of the MCBI alkylation subunit was prepared by a modified Stobbe condensation/Friedel-Crafts acylation for ...