Visible Light Photoredox Catalyzed Cascade Cyclizations of alpha-Bromochalcones or alpha-Bromocinnamates with Heteroarenes

Paria, Suva and Reiser, Oliver (2014) Visible Light Photoredox Catalyzed Cascade Cyclizations of alpha-Bromochalcones or alpha-Bromocinnamates with Heteroarenes. ADVANCED SYNTHESIS & CATALYSIS, 356 (2-3). pp. 557-562. ISSN 1615-4150, 1615-4169

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Abstract

Vinyl radicals were generated from -bromochalcones or -bromocinnamate ethyl ester under visible light photoredox catalyzed conditions via an oxidative quenching cycle of the iridium complex [Ir{dF(CF3)ppy}(2)(dtbbpy)]PF6 and subjected to cascade cyclizations with heteroarenes entailing two consecutive CC bond formations and three CH activations. The process is amenable to furans, benzofurans, pyrroles, and indoles, giving rise to a broad variety of novel polycyclic frameworks in high yields under mild and environmentally benign reaction conditions.

Item Type: Article
Uncontrolled Keywords: TRANSFER RADICAL-ADDITION; DIELS-ALDER REACTIONS; ARYL DIAZONIUM SALTS; ORGANIC-SYNTHESIS; BOND FORMATION; C-C; SYNTHETIC APPLICATIONS; H FUNCTIONALIZATION; VINYL RADICALS; ARYLATION; cascade cyclization; heteroarenes; iridium; vinyl radicals; visible-light photocatalysis
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 27 Nov 2019 10:09
Last Modified: 27 Nov 2019 10:09
URI: https://pred.uni-regensburg.de/id/eprint/10679

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