文献类型：期刊文献

英文题名：Transition-metal-free decarbonylative alkylation towards N-aryl α-hydroxy amides via triple C-C bond cleavages and their selective deuteration

作者：Sun, Chengyu[1,2];Yu, Yang[1,2];Zhang, Xiao[1,2];Liu, Yonghai[1,2];Sun, Chengtao[3];Kai, Guoyin[3];Shi, Lei[4];Li, Hao[1,2]

机构：[1]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai Key Lab New Drug Design, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Zhejiang Chinese Med Univ, Coll Pharm, Lab Med Plant Biotechnol, Hangzhou 310053, Zhejiang, Peoples R China;[4]Huabao Flavours & Fragrances Co Ltd, 1299 Yecheng Rd, Shanghai 201822, Peoples R China

年份：2021

卷号：8

期号：17

起止页码：4814

外文期刊名：ORGANIC CHEMISTRY FRONTIERS

收录：;EI(收录号：20213510835716);WOS:【SCI-EXPANDED(收录号:WOS:000668306100001)，CCR-EXPANDED(收录号:WOS:000668306100001)】；

基金：This work was supported by the Program for Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning (GZ2017007), the China 111 Project (Grant B07023) and the Opening Project of Zhejiang Provincial Preponderant and Characteristic Subject of Key University (Traditional Chinese Pharmacology), Zhejiang Chinese Medical University (No. ZYAOX2018034).

语种：英文

外文关键词：Transition metals - Deuterium - Amides

摘要：We disclose a transition-metal-free decarbonylative alkylation reaction for the synthesis of N-aryl alpha-hydroxy amides via precise cleavages and reorganizations of three C-C sigma bonds. For the first time, a medium-sized cycloalkyl was used as a leaving group to initiate the decarbonylative alkylation process. We also demonstrate the concept of "one-pot" inert C-C bond activation/deuteration. This strategy allows the formation of alpha,beta-deuterated hydroxyamides by using DMSO-d(6) as a solvent.