A unified strategy for silver-, base-, and oxidant-free direct arylation of C–H bonds12. Issue 9 (20th April 2017)

• Record Type: Journal Article
• Authors: Sahoo, Manoj K.; Midya, Siba P.; Landge, Vinod G.; Balaraman, Ekambaram
• Is Part Of: Green chemistry. Volume 19:Issue 9(2017)
• Page Start: 2111
• Page End: 2117
• Publication Date: 2017-04-20
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/c6gc03438a
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : An external oxidant-free, base-free direct C–H arylation of anilides by visible-light mediated metal-free photoredox catalysis in tandem with palladium catalysis is described. The reaction operates at room temperature, without a silver-salt activator and additives, and no generation of copious metal waste. Abstract : Here, we report a dual catalytic approach for room temperature direct arylation of C–H bonds with aryldiazonium salts as a simple aryl group donor, also working as an internal oxidant via C–N2 bond cleavage. This unified strategy has been achieved by the synergistic combination of visible-light metal-free photoredox and palladium catalysis under silver-, base- and/or additive-free conditions. The broad substrate scope, functional group tolerance, excellent regioselectivity and redox-neutral conditions of this process make it attractive for the effective synthesis of a wide range of important N -heterocyclic commodities such as dibenzo[ b, d ]azepine, carbazole and phenanthridine.