Catalytic 1,1-Diazidation of Alkenes
Xiaodan Zhao and Lihao Liao developed the 1,1-diazidation of alkenes via selenium redox catalysis.
Organic azides are of great importance in synthetic, materials, and biorthogonal chemistries. Azidative functionalization of alkenes is an important way to produce organic azides, especially alkyl azides. Recently, the group of Professors Xiaodan Zhao and Lihao Liao at Sun Yat-Sen University (P. R. of China) developed a selenium-catalyzed migratory 1,1-diazidation of aryl alkenes for the efficient synthesis of geminal diazides. Professor Zhao explained that “Compared to the well-developed catalytic 1,2-diazidation of alkenes, the 1,1-diazidation version has not been realized, although the obtained geminal diazides can serve as energetic molecules and act as valuable synthetic precursors.” It has been a challenging task in azide chemistry to develop an efficient approach for 1,1-diazidation of alkenes.
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