锌催化的贝克曼重排反应  

Zn-Catalyzed Beckmann Rearrangement Reaction

作　　者：孙超 姚武冰 张斌[1] 黄相韵 虞姜姜 

机构地区：[1]台州学院化学系,台州318000

出　　处：《有机化学》2018年第2期457-463,共7页Chinese Journal of Organic Chemistry

基　　金：浙江省一流学科(化学工程与工艺);国家级大学生创新创业训练计划(No.201710350018)资助项目~~

摘　　要：贝克曼重排反应一般需要添加强酸促进剂,反应条件苛刻、环境污染严重,与绿色化学理念相违背.为解决这一问题,发展了一种绿色的锌催化剂,并高效地催化酮肟衍生物发生贝克曼重排反应,反应条件温和、无酸性添加剂、底物官能团兼容性好.基于该廉价易得的高活性锌催化剂,成功实现酮类衍生物和盐酸羟胺的一步法贝克曼重排,反应体系原子经济性高、底物普适性广,为贝克曼重排反应提供了一种"锌"选择.The Beckmann rearrangement reactions generally require strong acids, and always suffer from harsh conditions and serious environmental pollutions which go against the principle of green chemistry. Base on the green zinc catalyst, highly efficient catalytic reaction of ketoxime by Beckmann rearrangement was developed. The acid-additives-free reactions proceed under mild conditions, and show broad functional-group compatibility. Moreover, through this highly active and available zinc catalyst, the Beckmann rearrangement reaction is further extended to a one-pot protocol using ketone and hydroxylamine hydrochloride as reactive materials. Featuring high atom-economy and broad substrate scopes, this novel method provided an attractive route for the Beckmann rearrangement reactions.

关 键 词：贝克曼重排 锌催化 肟 酮 酰胺 

分 类 号：O621.251[理学—有机化学]