直接分子间反马氏加成的未活化烯烃的水合氮氢化反应。

Department of Chemistry , Georgia State University , 100 Piedmont Avenue SE , Atlanta Georgia 30303 , United States.

J Am Chem Soc. 2019 Jun 12;141(23):9415-9421. doi: 10.1021/jacs.9b04381. Epub 2019 May 30.

We herein report a direct intermolecular anti-Markovnikov hydroazidation method for unactivated olefins, which is promoted by a catalytic amount of bench-stable benziodoxole at ambient temperature. This method facilitates previously difficult, direct addition of hydrazoic acid across a wide variety of unactivated olefins in both complex molecules and unfunctionalized commodity chemicals. It conveniently fills a synthetic chemistry gap of existing olefin hydroazidation procedures, and thereby provides a valuable tool for azido-group labeling in organic synthesis and chemical biology studies.

我们在此报告了一种在环境温度下由催化量的稳定苯并碘杂环戊二烯促进的未活化烯烃的直接分子间反马氏加成水合肼化方法。该方法促进了各种复杂分子和未官能化商品化学品中的未活化烯烃中原本难以直接进行的水合肼加成。它方便地填补了现有烯烃水合肼化方法的合成化学空白，因此为有机合成和化学生物学研究中的叠氮基标记提供了有价值的工具。