Bhuyan Mayurakhi, Sharma Suraj, Dutta Nibedita Baruah, Baishya Gakul
Chemical Science & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat-785006, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, Uttar Pradesh-201002, India.
Org Biomol Chem. 2023 Nov 29;21(46):9255-9269. doi: 10.1039/d3ob01528a.
A novel sustainable methodology based on one-pot cyanoalkylation/cyanoalkenylation of 2-anilino-1,4-naphthoquinones with vinylarenes/arylalkynes and azobis(alkylcarbonitrile)s involving a three-component radical cascade pathway has been achieved. Here, -butylhydroperoxide (TBHP) acts as an efficient oxidant, and it smoothly drives the reaction, producing the three-component products in very good to excellent yields. This cascade reaction eliminates the use of any base, additive, metal and hazardous cyanating agent. Additionally, this protocol exclusively delivers a stereospecific product in the case of arylalkynes. The involvement of radicals is evidenced through various radical trapping experiments.
一种基于2-苯胺基-1,4-萘醌与乙烯基芳烃/芳基炔烃和偶氮二（烷基腈）一锅法氰基烷基化/氰基烯基化反应的新型可持续方法已经实现，该反应涉及三组分自由基串联途径。在此，叔丁基过氧化氢（TBHP）作为一种高效氧化剂，能顺利推动反应，以非常好到优异的产率生成三组分产物。这种串联反应无需使用任何碱、添加剂、金属和危险的氰化剂。此外，在芳基炔烃的情况下，该方法专门生成立体特异性产物。通过各种自由基捕获实验证明了自由基的参与。
