4.8 Article

A unified strategy for silver-, base-, and oxidant-free direct arylation of C-H bonds

Journal

GREEN CHEMISTRY
Volume 19, Issue 9, Pages 2111-2117

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6gc03438a

Keywords

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Funding

  1. SERB [SB/FT/CS-065/2013]
  2. 12FYP ORIGIN program [CSC0108]
  3. CSIR
  4. [EMR/2015/30]

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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-N-2 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.

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