Mao Haibin, Tang Zhongkai, Hu Hongwen, Cheng Yixiang, Zheng Wen-Hua, Zhu Chengjian
School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, P. R. China.
Chem Commun (Camb). 2014 Sep 4;50(68):9773-5. doi: 10.1039/c4cc04154b.
A novel halogenation/semipinacol rearrangement of α-diazo alcohol catalyzed by Lewis base has been developed through a carbene-free mechanism. This semipinacol transposition, initiated by an electrophilic halogenation (X = Cl(+), Br(+), and I(+)) of diazo carbon event, furnished a convenient synthetic route for the efficient synthesis of α-halo-quaternary ketones under mild conditions.
通过无卡宾机制开发了一种由路易斯碱催化的α-重氮醇的新型卤化/半频哪醇重排反应。这种半频哪醇重排反应由重氮碳的亲电卤化反应(X = Cl(+)、Br(+)和I(+))引发,为在温和条件下高效合成α-卤代季酮提供了一条便捷的合成路线。