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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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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