Catalysis

Composite number

Materials science

Carbon atom

Molecule

Carbon fibers

Medicinal chemistry

Combinatorial chemistry

Organic chemistry

Hydrogen atom

Composite material

Chemistry

Group (periodic table)

Hydrogen bond

Ring (chemistry)

Copper

Angewandte Chemie International Edition

Reported herein is an unprecedented copper‐catalyzed arylation of remote C(sp 3 )−H bonds. Stirring a trifluorotoluene solution of either N‐fluorocarboxamides or N‐fluorosulfonamides and arylboronic acids in the presence of a catalytic amount of copper(II) trifluoroacetylacetonate, 2,2′‐bipyridine, and sodium tert ‐butoxide afforded the γ‐ and δ‐C(sp 3 )−H arylated carboxamides and sulfonamides, respectively, in good to high yields. Mechanistic studies indicate that the reaction might proceed through an amidyl radical generation, 1,5‐hydrogen atom transfer (HAT), and copper‐catalyzed cross‐coupling of the resulting carbon radical with arylboronic acids.

Copper‐Catalyzed Arylation of Remote C(sp<sup>3</sup>)−H Bonds in Carboxamides and Sulfonamides

Copper‐Catalyzed Arylation of Remote C(sp3)−H Bonds in Carboxamides and Sulfonamides

Copper‐Catalyzed Arylation of Remote C(sp³)−H Bonds in Carboxamides and Sulfonamides