Efficient synthesis of bromocyclopenta [b] indoles via a bromination??reduction sequence
N Lachance, WY Chan
Index: Lachance, Nicolas; Chan, Wing Yan Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 2 p. 289 - 295
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Citation Number: 7
Abstract
Abstract Substituted cyclopenta [b] indoles are selectively brominated in good yields with excess pyridine-Br 2 charge-transfer complex (PyBr 2) in a one-pot reaction to provide 5 and/or 7-bromoindoles. The mechanism involves the formation of an adduct (addition of bromine on the central double bond) which is subsequently reduced in situ with Zn and AcOH. A variety of functional groups in the cyclopentyl and the benzenoid rings are ...
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