期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 22, 页码 6294-6297出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201612235
关键词
amines; diazo compounds; flow chemistry; esterification; synthetic methods
资金
- Natural Science and Engineering Research Council of Canada (NSERC)
- NSERC (Canada)
- Canada Foundation for Innovation
- Canada Research Chair Program
- Universite de Montreal
- Centre in Green Chemistry and Catalysis (CGCC)
A novel synthesis of trimethylsilyldiazomethane (TMSCHN2) by diazotization of trimethylsilylmethylamine (TMSCH2NH2) is reported using batch and continuous flow synthesis. The latter affords a daily production of 275 g (2.4 mol) of TMSCHN2. Other silylated methylamines were also successfully reacted under the developed reaction conditions to furnish various silicon-bearing diazomethane reagents. The applicability of the process is highlighted by disclosure of batch and continuous flow one-pot esterification and 1,3-dipolar cycloaddition processes. Furthermore, the high-yielding esterification of carboxylic acids with silylated and substituted methylamines in continuous flow is disclosed. Finally, work-up and purification procedures are reported for the preparation of a 2-MeTHF solution of TMSCHN2, which can be used in rhodium-catalyzed methylenation and homologation reactions.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据