Li Xiao, Liu Zhenbao, Hong Hailong, Han Limin, Zhu Ning
College of Chemical Engineering, Inner Mongolia University of Technology Hohhot 010051 China
Key Laboratory of CO2 Resource Utilization at Universities of Inner Mongolia Autonomous Region Hohhot 010051 China.
RSC Adv. 2022 Jun 20;12(28):18107-18114. doi: 10.1039/d2ra03134e. eCollection 2022 Jun 14.
An efficient and catalyst-free methodology for the reductive cyclization of various disulfides using BHNH as a reductant and CO as a C1 resource was developed. The desired 2-unsubstituted benzothiazole derivatives were obtained in good to excellent yields. Moreover, mechanism investigation demonstrated that BHNH played an important role in the formation of benzothiazole. As a reducing agent, BHNH reduced CO and cleaved the S-S bond of the disulfide efficiently. In addition, the N-H bond of the amino group was also activated by BHNH. To the best of our knowledge, this is an unprecedented catalyst-free protocol for the synthesis of 2-unsubstituted benzothiazole from bis(2-aminophenyl) disulfide and CO.
开发了一种高效且无催化剂的方法，以BHNH作为还原剂、CO作为C1资源，用于各种二硫化物的还原环化反应。以良好至优异的产率得到了所需的2-未取代苯并噻唑衍生物。此外，机理研究表明BHNH在苯并噻唑的形成中起重要作用。作为还原剂，BHNH有效地还原CO并裂解二硫化物的S-S键。此外，氨基的N-H键也被BHNH活化。据我们所知，这是一种前所未有的由双（2-氨基苯基）二硫化物和CO合成2-未取代苯并噻唑的无催化剂方法。
