高等学校化学学报2018,Vol.39Issue(5):926-933,8.DOI:10.7503/cjcu20170560
钴催化的高效贝克曼重排反应
A Highly Efficient Co-catalytic Beckmann Rearrangement Reaction
摘要
Abstract
Beckmann rearrangement reaction represents one of the most significant reactions in organic synthe-sis,and plays a very important role in the field of synthetic chemistry.The traditional Beckmann rearrangement reactions generally require high temperature and strong acids,and suffer from harsh conditions and serious en-vironmental pollution. In this work, based on the efficient and commercial available cobalt tetrafluoroborate hexahydrate,the catalyst systems capable of highly efficient catalytic Beckmann rearrangement of ketoxime de-rivatives were developed,providing the amides with broad functional-group compatibility and high yields(up to 97%). With the active Co-catalyst in hands,the catalytic system also successfully conducted the transforman-tion on a 10 gram-grade scale,gaving the desirable product in 71% yield. Moreover, the Co-catalyzed Beck-mann rearrangement reaction was extended to a one-pot protocol using ketone and hydroxylamine hydrochloride as reactive materials,offering the yield of products up to 94%. The novel system proceeded with additives and solvent free,and showed high atom-economy and good functional-group tolerance.关键词
贝克曼重排/钴催化剂/酮/酮肟/酰胺Key words
Beckmann rearrangement/Cobalt catalyst/Ketone/Ketoxime/Amide分类
化学化工引用本文复制引用
姚武冰,虞姜姜,黄相韵,张斌..钴催化的高效贝克曼重排反应[J].高等学校化学学报,2018,39(5):926-933,8.基金项目
国家级大学生创新创业训练计划项目(批准号:201710350018)资助. Supported by the National Undergraduate Training Programs for Innovation and Entrepreneurship, China(No.201710350018). (批准号:201710350018)