当前位置: X-MOL 学术Org. Chem. Front. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
One-pot generation of benzynes from 2-aminophenylboronates via a Rh(II)-catalyzed N–H amination/oxidation/elimination cascade process
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2019-11-18 , DOI: 10.1039/c9qo01115c
Motoki Ito 1, 2, 3 , Arisa Tanaka 1, 2, 3 , Keiju Hatakeyama 1, 2, 3 , Emi Kano 1, 2, 3 , Kazuhiro Higuchi 1, 2, 3 , Shigeo Sugiyama 1, 2, 3
Affiliation  

This article describes the first application of 2-aminophenylboronates as precursors for benzynes. Utilizing Rh2(HNCOCF3)4 as the catalyst, Rh(II)-nitrene-mediated N–H amination of the starting material triggered a cascade of oxidation/elimination processes resulting in the generation of benzynes, thus providing suitable conditions for a one-pot cycloaddition with azides or furans. The transformation proceeded under acid-, base-, and fluoride-free conditions, below ambient temperature, and was applicable to a range of substrates containing glycoside and nucleoside moieties, as well as silyl-functional groups.

中文翻译:

通过Rh(II)催化的NH胺化/氧化/消除级联过程从2-氨基苯基硼酸酯中一锅生成苯炔

本文介绍了2-氨基苯基硼酸酯作为苯炔的前体的首次应用。利用Rh 2(HNCOCF 34作为催化剂,Rh(II)-丁二烯介导的N-H氨化反应引发了一系列的氧化/消除过程,从而生成了苯并炔,因此为一个化合物提供了合适的条件。锅与叠氮化物或呋喃的环加成反应。转化在环境温度以下,无酸,无碱和无氟的条件下进行,适用于一系列包含糖苷和核苷部分以及甲硅烷基官能团的底物。
更新日期:2019-11-18
down
wechat
bug