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Oxidative radical cyclization on enamide systems using n-Bu3SnH and dilauroyl peroxide

✍ Scribed by Miguel A. Guerrero; Raymundo Cruz-Almanza; Luis D. Miranda

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 162 KB
Volume: 59
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(03)00764-6

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✦ Synopsis

Efficient 5-endo and 6-endo oxidative radical cyclizations on enamide systems are described using nBu 3 SnH and dilauroyl peroxide both as initiator and oxidant. Dibenzoyl peroxide and dicumyl peroxide were also tested in the same reaction and the product yields were very similar to those obtained with dilauroyl peroxide. The erythrina ring system was constructed in a two-step sequence featuring this novel process.

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Oxidative Radical Cyclization on Enamide

Oxidative Radical Cyclization on Enamide Systems Using n-Bu3SnH and Dilauroyl Peroxide.

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## Abstract For Abstract see ChemInform Abstract in Full Text.

ChemInform Abstract: Oxidative Radical C

ChemInform Abstract: Oxidative Radical Cyclizations onto Imidazoles and Pyrroles Using Bu3SnH.

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Oxidative Radical Cyclizations onto Imidazoles and Pyrroles Using Bu 3 SnH. -The title reaction yields [1,2-c]-fused imidazoles or [1,2-c]-fused pyrroles via cyclization of a nucleophilic N-alkyl radical onto the heterocyclic ring followed by oxidative rearomatization. -(ALDABBAGH, F.;