Cyclization of free radicals at the C-7 position of ethyl indole-2-carboxylate derivatives: an entry to a new class of Duocarmycin Analogues.
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.
Al-Said
Naim H
NH
Department of Applied Chemical Science, Jordan University of Science and Technology, P.O. Box 3030, Irbid 22110, Jordan. naim@just.edu.jo
Shawakfeh
Khaled Q
KQ
Abdullah
Wasim N
WN
D000477:Alkylating Agents / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D000080890:Duocarmycins; D005609:Free Radicals / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry
D000477:Alkylating Agents; D000080890:Duocarmycins; D005609:Free Radicals; D007211:Indoles; D011758:Pyrroles; D011804:Quinolines; C503382:indole-2-carboxylate; C410406:pyrroloquinoline; C066098:duocarmycin SA