Selective -Oxyamination and Hydroxylation of Aliphatic Amides

• Published in: Angewandte Chemie International Edition Vol. 56; no. 40; pp. 12307 - 12311
• Main Authors: Li, Xinwei, Lin, Fengguirong, Huang, Kaimeng, Wei, Jialiang, Li, Xinyao, Wang, Xiaoyang, Geng, Xiaoyu, Jiao, Ning
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 25.09.2017; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Acidity; Aldehydes; Aliphatic compounds; Amides; Chemical bonds; Chemistry; Chemistry, Multidisciplinary; Esters; Hydrogen bonds; Hydroxylation; Ketones; Physical Sciences; Preservation; Science & Technology; ELECTROPHILIC ACTIVATION; amides; EPSILON-CAPROLACTAM; radicals; BOND-FORMING REACTIONS; CHEMOSELECTIVE SYNTHESIS; TRIFLIC ANHYDRIDE; C-H functionalization; ARYLBORONIC ACIDS; oxidations; SECONDARY AMIDES; OXOAMMONIUM SALTS; ASYMMETRIC ALKYLATION; EQUILIBRIUM ACIDITIES; synthetic methods
• ISSN: 1433-7851; 1521-3773
• DOI: 10.1002/anie.201706963

Compared to the -functionalization of aldehydes, ketones, even esters, the direct -modification of amides is still a challenge because of the low acidity of -CH groups. The -functionalization of N-H (primary and secondary) amides, containing both an unactived -C-H bond and a competitively active N-H...