Li Zhenhua, Yuan Longfeng, Cao Yingyan, Rong Dayou, Zhao Zhihong, Dai Fenghao, Chen Lijun, Xie Yuanyuan
College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China.
Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education, Key Laboratory of Pharmaceutical Engineering of Zhejiang Province, Hangzhou 310014, China.
J Org Chem. 2024 Oct 18;89(20):14802-14810. doi: 10.1021/acs.joc.4c01475. Epub 2024 Oct 8.
A series of asymmetric azobenzenes have been synthesized by radical-addition/ring-opening cascade reactions from 2-indazole in the presence of PIFA and alcohols under blue light irradiation and nitrogen protection. Furthermore, a wide range of functional groups were tolerated and the corresponding products were obtained in 30% to 95% isolated yields. The protocol is characterized by its visible-light initiation, avoidance of metals and photocatalysts, mild reaction conditions, and may find potential use in materials science and medicinal chemistry.
在蓝光照射和氮气保护下，以2-吲唑为原料，在PIFA和醇类存在下，通过自由基加成/开环串联反应合成了一系列不对称偶氮苯。此外，该反应对多种官能团具有耐受性，相应产物的分离产率为30%至95%。该方法具有可见光引发、避免使用金属和光催化剂、反应条件温和等特点，可能在材料科学和药物化学中具有潜在应用。
