由（二乙酰氧基溴）苯原位生成的磺酰亚氨基-λ(3)-溴烷对未活化烃进行无金属C-H胺化反应。
Metal-free C-H amination of unactivated hydrocarbons with sulfonylimino-λ(3)-bromanes generated in situ from (diacetoxybromo)benzene.
作者信息
Miyamoto Kazunori, Ota Taiga, Hoque Md Mahbubul, Ochiai Masahito
机构信息
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-12 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.
出版信息
Org Biomol Chem. 2015 Feb 21;13(7):2129-33. doi: 10.1039/c4ob02160f.
PMID:25525964
Abstract
A simple method for direct metal-free C-H amination of unactivated hydrocarbons using easy-handling diacetoxy-λ(3)-bromane and triflylamide or sulfamate esters was developed. The high 2°/3° regioselectivities and deuterium isotope effects suggest a concerted organonitrenoid transition state, analogous to C-H amination with N-triflylimino-λ(3)-bromane.
摘要
开发了一种简单的方法，使用易于操作的二乙酰氧基-λ(3)-溴烷和三氟甲磺酰胺或氨基磺酸酯对未活化的烃进行直接无金属C-H胺化反应。高二级/三级区域选择性和氘同位素效应表明存在协同的有机氮宾过渡态，类似于用N-三氟甲磺酰亚氨基-λ(3)-溴烷进行的C-H胺化反应。
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