Iminyl-Radical-Promoted C–C Bond Cleavage/Heck-Like Coupling via Dual Cobaloxime and Photoredox Catalysis

Autor:	Feng Liu, Wei Xu, Jia-Lin Tu, Wan Tang
Rok vydání:	2021
Předmět:	Reaction conditions 010405 organic chemistry Organic Chemistry Photoredox catalysis 010402 general chemistry Photochemistry 01 natural sciences Coupling reaction 0104 chemical sciences Catalysis Coupling (electronics) chemistry.chemical_compound chemistry Acetone Bond cleavage
Zdroj:	The Journal of Organic Chemistry. 86:2929-2940
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.0c02834
Popis:	We report herein an unprecedented protocol for radical-olefin coupling of α-imino-oxy acids and alkenes for the synthesis of alkene-containing nitriles via synergistic photoredox and cobaloxime catalysis. With visible-light irradiation, the transformation provides a variety of corresponding alkene-containing nitriles under mild reaction conditions. The C-C bond cleavage/Heck-like coupling reaction could generate E-selective coupling products with excellent chemo- and stereo-selectivity. This iminyl-radical-mediated reaction is external-oxidant-free, exhibits wide functional-group compatibility, and occurs with the extrusion of acetone, H2, and CO2.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::13baf36ec8cdcb8a04ef3c93a1202760 https://doi.org/10.1021/acs.joc.0c02834 Zobrazit plný text záznamu