A facile rearrangement of pyrroloindoline derivative to pyrroloquinoline: A new analogues of duocarmycins

Free‐radical generated at C‐7 position of indole derivative bearing N‐(3′‐chloroallyl) group prompted a regioselective intramolecular cyclization to furnish pyrroloindoline derivative, through the more favorable 5‐exo‐trig cyclization mode. The pyrroloindoline compound smoothly rearranged to pyrrolo...

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Veröffentlicht in:Journal of heterocyclic chemistry 2008-09, Vol.45 (5), p.1333-1336
Hauptverfasser: Al-Said, Naim H., Shawakfeh, Khaled Q., Hammad, Baha A.
Format: Artikel
Sprache:eng
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Zusammenfassung:Free‐radical generated at C‐7 position of indole derivative bearing N‐(3′‐chloroallyl) group prompted a regioselective intramolecular cyclization to furnish pyrroloindoline derivative, through the more favorable 5‐exo‐trig cyclization mode. The pyrroloindoline compound smoothly rearranged to pyrroloquinoline under mild conditions.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570450513