Synthesis of Tertiary Aromatic Amides from Tertiary Benzylamines via TBAI/TBHP‐Mediated C‐N‐Bond Cleavage | Zendy

Dai Feiyang | Zendy; Yang Yuhang | Zendy; Gu Jiajia | Zendy; Fang Zheng | Zendy; Yang Zhao | Zendy; Liu Chengkou | Zendy; He Wei | Zendy; Zhu Ning | Zendy; Lu Bushi | Zendy; Guo Kai | Zendy

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Synthesis of Tertiary Aromatic Amides from Tertiary Benzylamines via TBAI/TBHP‐Mediated C‐N‐Bond Cleavage

Author(s) -

Dai Feiyang,

Yang Yuhang,

Gu Jiajia,

Fang Zheng,

Yang Zhao,

Liu Chengkou,

He Wei,

Zhu Ning,

Lu Bushi,

Guo Kai

Publication year - 2019

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201900090

Subject(s) - benzaldehyde , tertiary amine , chemistry , amide , amine gas treating , cleavage (geology) , bond cleavage , tertiary alcohols , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , materials science , fracture (geology) , composite material

A novel method of the synthesis of tertiary aromatic amides from tertiary benzylamines with high atom utilization has been developed. The reaction undergoes a different mechanism, which is divided into two parts: firstly tertiary amine is decomposed (into benzaldehyde and secondary amine) via TBAI/TBHP–mediated C−N bond cleavage, then tertiary amide is generated through the oxidative amidation of the intermediates products (benzaldehyde and secondary amine). These two parts of reaction are integrated into a single operation, which provides moderate to excellent yields with a wide suabstrate scope.

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