Wu, JW (Wu, Jiwei)^{[ 1 ]} ; Zhou, Y (Zhou, Yi)^{[ 1 ]} ; Zhou, YC (Zhou, Yuchen)^{[ 1 ]} ; Chiang, CW (Chiang, Chien-Wei)^{[ 1 ]} ; Lei, AW (Lei, Aiwen)^{[ 1,2 ]}

A method for electrooxidative C(sp3)-H amination via intermolecular oxidative C(sp3)-H/N-H cross-coupling has been developed under metal- and oxidant-free conditions. The C(sp3)-H bonds adjacent to oxygen, nitrogen, and sulfur atoms could all react smoothly with various amines to give the corresponding products with moderate to good yields (30-93%). In addition, the C(sp3)-H bonds of benzylic and allylic are also tolerated in this reaction. A preliminary mechanistic study indicates that the C-H cleavage of tetrahydrofuran is probably not involved in the rate-determining step.

作者关键词:electro-oxidative; C(sp3)-H amination; C(sp3)-H/N-H cross-coupling; dehydrogenation; external oxidant free; azoles

KeyWords Plus:C-H AMINATION; METAL-FREE CONDITIONS; BOND-FORMATION; ORGANOCATALYTIC AMINATION; BENZYLIC COMPOUNDS; HEMIAMINAL ETHERS; C(SP(3))-H BONDS; FUNCTIONALIZATION; AMINES; ACTIVATION

通讯作者地址: Lei, AW (通讯作者)

Wuhan Univ, IAS, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China.

Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Lanzhou Inst Chem Phys, Lanzhou 730000, Gansu, Peoples R China.

地址:

电子邮件地址:aiwenlei@whu.edu.cn

原文PDF链接：

https://pubs.acs.org/doi/10.1021/acscatal.7b03551