无金属条件下叔丁基亚磺酰胺衍生物在B_(2)pin_(2)/D_(2)O体系中的氘代还原  

Transition Metal-Free Deuteride Reduction of N-tert-Butanesulfinyl Ketimines Derivatives via B_(2)pin_(2)/DO_(2) System

作　　者：李琳琳[1] 陈晓雨 裴聪聪 李敬亚[1] 邹大鹏[1] 吴养洁[1] 吴豫生[1,2] Li Linlin;Chen Xiaoyu;Pei Congcong;Li Jingya;Zou Dapeng;Wu Yangjie;Wu Yusheng(College of Chemistry,Green Catalysis Center,Zhengzhou University,Zhengzhou 450052;Tetranov Biopharm,Limited Liability Company,Zhengzhou 450052)

机构地区：[1]郑州大学化学学院绿色催化中心,郑州450052 [2]郑州泰基鸿诺医药股份有限公司,郑州450052

出　　处：《有机化学》2021年第6期2319-2325,共7页Chinese Journal of Organic Chemistry

基　　金：Project supported by the National Natural Science Foundation of China(Nos.21172200,21702191)。

摘　　要：利用廉价易得的氘代试剂D_(2)O作为氘源,在无金属条件下实现了叔丁基亚磺酰胺类衍生物与B_(2)pin_(2)(联硼酸频那醇酯)的氘代还原反应.通过对碱、溶剂、B_(2)pin_(2)的用量等进行筛选,在较优的反应条件下以中等到较好的收率得到了一系列相应的氘代二级胺.该方法反应条件温和,操作简单,放大到克级规模也不影响反应收率.通过脱除N-叔丁基亚磺酰基,能以较高的收率得到环戊烷-1-d-1-胺.A transition metal-free deuteride reduction protocol of N-tert-butanesulfinyl ketimines with B_(2)pin_(2) has been developed.After screening of reaction parameters,such as base,solvent,and the amount of B_(2)pin_(2),a series of deuterated secondary amines were obtained in reasonable yields with excellent deuterium purity by using D_(2)O as the deuterium source.Mild reaction conditions,operational simplicity,and easily scaled up to gram scale are the considerable advantages of this methodology.After deprotection of tert-butanesulfinyl,cyclopentan-1-d-amine is obtained in high yield.

关 键 词：氘代还原 叔丁基亚磺酰胺类衍生物 联硼酸频那醇酯 氘代二级胺 

分 类 号：TQ460.1[化学工程—制药化工]