4.4 Article

Arylation of Amide and Urea C(sp3)-H Bonds with Aryl Tosylates Generated In Situ from Phenols

Journal

SYNLETT
Volume 28, Issue 19, Pages 2581-2586

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1589126

Keywords

phenols; arylation; amides; ureas; nickel catalysis; photocatalysis

Funding

  1. National Natural Science Foundation of China [21772129]
  2. 973 Project from of the MOST of China [2015CB856600]
  3. 1000-Youth Talents Plan
  4. Fundamental Research Funds for the Central Universities

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The arylation of amide and urea C(sp(3))-H bonds with aryl tosylates generated in situ from phenols has been realized at room temperature by combining visible-light-photoredox catalysis, hydrogen-atom-transfer catalysis, and nickel catalysis. This streamlined protocol permits rapid functionalization of phenols and direct transformation of -amino C(sp(3))-H bonds. The C(sp(3))-H arylation products are obtained in high yields with good functional-group tolerance at low catalyst loadings.

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