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Molecules 2005, 10(12), 1446-1457; doi:10.3390/10121446
Article

Cyclization of Free Radicals at the C-7 Position of Ethyl Indole–2-carboxylate Derivatives: an Entry to a New Class of Duocarmycin Analogues

* ,  and
Department of Applied Chemical Science, Jordan University of Science and Technology, P.O. Box 3030, Irbid 22110, Jordan
* Author to whom correspondence should be addressed.
Received: 30 August 2005 / Revised: 21 October 2005 / Accepted: 15 November 2005 / Published: 31 December 2005
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Abstract

Aryl free-radicals generated at the C-7 position of ethyl indole-2-carboxylates bearing N-allyl and propargylic groups triggered intramolecular cyclizations to furnish a new class of Duocarmycin analogues, formal ethyl pyrrolo[3,2,1-ij]quinoline-2- carboxylate derivatives, through the less favorable 6-endo-trig cyclization mode.
Keywords: Duocarmycin; free-radicals; intramolecular cyclization; indole; pyrroloquinoline Duocarmycin; free-radicals; intramolecular cyclization; indole; pyrroloquinoline
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Al-Said, N.H.; Shawakfeh, K.Q.; Abdullah, W.N. Cyclization of Free Radicals at the C-7 Position of Ethyl Indole–2-carboxylate Derivatives: an Entry to a New Class of Duocarmycin Analogues. Molecules 2005, 10, 1446-1457.

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