A versatile construction of the 8H-quino [4, 3-b] carbazole ring system as a potential DNA binder

AK Mohanakrishnan, PC Srinivasan

Index: Mohanakrishnan, Arasambattu K.; Srinivasan, Panayencheri C. Journal of Organic Chemistry, 1995 , vol. 60, # 7 p. 1939 - 1946

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Citation Number: 67

Abstract

A short synthesis of the quin0 [4, 3-b]-and quino [3, 4-blcarbazoles is reported. The key step of the synthesis involves the preparation of suitable 2, 3-divinylindoles by consecutive Wittig reactions. The thermal electrocyclic reaction of the divinylindole with concomitant dehydrogenation in the presence of Pd-C gave the (nitroary1) carbazole which on reductive cyclization led to the quinocarbazole. The cleavage of the phenylsulfonyl group followed ...

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