Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine , Canal Road, Jammu-180001, India.
Academy of Scientific & Innovative Research, CSIR-Indian Institute of Integrative Medicine , Canal Road, Jammu-180001, India.
J Org Chem. 2017 Sep 15;82(18):9786-9793. doi: 10.1021/acs.joc.7b00856. Epub 2017 Aug 29.
Oxidant controlled ionic liquid mediated cross-dehydrogenative coupling (CDC) of benzylamines with N-heterocycles having sp or sp carbon resulted in the formation of C-benzoylated or alkenylated products. Benzoylation of N-heterocycles occurs via (NH)SO catalyzed benzoyl radical formation. An oxidative alkenylation of N-heterocycles having C-sp carbon (2-methylaza-arenes) occurs via deamination of benzylamine followed by C-sp-H bond activation in high stereoselectivity. Both benzoylation and alkenylation protocols are metal-free, green, simple, efficient, and tolerate a wide variety of functional groups.
氧化剂控制的离子液体介导的苄胺与具有 sp 或 sp2 碳原子的杂环的交叉脱氢偶联（CDC）反应导致 C-苯甲酰化或烯基化产物的形成。杂环的苯甲酰化是通过（NH）SO 催化的苯甲酰自由基形成来实现的。具有 C-sp 碳原子（2-甲基氮杂芳烃）的杂环的氧化烯基化反应是通过苄胺的脱氨作用，然后在高立体选择性下 C-sp-H 键的活化来实现的。苯甲酰化和烯基化反应都是无金属、绿色、简单、高效的，并且可以容忍各种官能团。
