Metal-free, highly efficient organocatalytic amination of benzylic C-H bonds.

Metal-free, highly efficient organocatalytic amination of benzylic C-H bonds.

Chemical communications (Cambridge, England) (2013-03-29)

Qicai Xue, Jin Xie, Huamin Li, Yixiang Cheng, Chengjian Zhu

ABSTRACT

A new synthetic approach toward direct C-N bond formation through sp(3) C-H activation has been developed under metal-free conditions. Both primary and secondary benzylic C-H substrates could react smoothly with various amines to give only mono-amination products with good to excellent yields.

MATERIALS

Product Number

Brand

Product Description

458139

Sigma-Aldrich

tert-Butyl hydroperoxide solution, 70 wt. % in H₂O

418064

Sigma-Aldrich

tert-Butyl hydroperoxide solution, 5.0-6.0 M in nonane

416665

Sigma-Aldrich

tert-Butyl hydroperoxide solution, 5.0-6.0 M in decane

19997

Sigma-Aldrich

tert-Butyl hydroperoxide solution, packed in FEP bottles, ~5.5 M in decane (over molecular sieve 4Å)

19999

Sigma-Aldrich

tert-Butyl hydroperoxide solution, packed in FEP bottles, ~5.5 M in nonane (over molecular sieve 4 Å)