Photoactivation of Hydrazones for the Synthesis of Diarylalkanes and Trialkylmethylboronates: The Key Role Played by Soluble Base
作者:Po-Kai Peng、Clayton P. Donald、Zhencheng Dong、Jeremy A. May
DOI:10.1021/acs.orglett.4c00873
日期:2024.4.26
The synthesis of diaryl alkanes and tertiary organoboronates via Barluenga coupling at room temperature occurred via photoactivated conversion of aryl sulfonyl hydrazones to diazo compounds in the presence of soluble bases. The combination of arylsulfonyl hydrazone and a soluble base is necessary to provide a near-UV chromophore. Using aromatic hydrazones and aromatic boronic acids resulted in rapid
在可溶性碱存在下,通过芳基磺酰腙光活化转化为重氮化合物,在室温下通过 Barluenga 偶联合成二芳基烷烃和叔有机硼酸酯。芳基磺酰腙和可溶性碱的组合对于提供近紫外发色团是必要的。由于二苄基硼中间体的不稳定性,使用芳香族腙和芳香族硼酸会导致快速脱硼。烷基腙可以分离叔硼酸酯的衍生物。