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C-H Borylation of Diphenylamines through Adamantane-1-carbonyl Auxiliary by BBr3.
Organic Letters ( IF 4.9 ) Pub Date : 2020-08-21 , DOI: 10.1021/acs.orglett.0c02552
Gaorong Wu 1 , Xiaopan Fu 1 , Yangyang Wang 1 , Kezuan Deng 1 , Lili Zhang 1 , Tao Ma 2 , Yafei Ji 1
Affiliation  

A method for ortho-C–H borylation of diphenylamines using BBr3 as the boron source has been reported. The noncatalytic adamantane-1-carbonyl directed reaction exhibited site exclusivity and good functional group tolerance. Generally, the borylation occurred at the more electron-rich aromatic ring and the borylated products could be converted to various useful intermediates. Besides, the derived arylation and removal of auxiliary of the product could be achieved in a one-pot fashion.

中文翻译:

BBr3通过金刚烷-1-羰基辅助剂将二苯胺的CH硼化反应。

已经报道了一种使用BBr 3作为硼源的苯二甲胺的CH-H硼酸酯化方法。非催化金刚烷-1-羰基定向反应具有位点排他性和良好的官能团耐受性。通常,硼化发生在较富电子的芳环上,并且硼化的产物可以转化为各种有用的中间体。此外,可以通过一锅法实现衍生的芳基化和产物助剂的去除。
更新日期:2020-09-05
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