Tandem dual C(sp~3)-H/C(sp~2)-H functionalization: a radical cyclization of 2-isocyanobiphenyl with

• 作 者: PAN ChangDuo HAN Jie ZHU ChengJian
• 机 构: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjin
• 出 处: Science China(Chemistry)
• 发表日期: 2014年08期
• 关键词: spectrometer details cyclization constants silica afford equipped cascade ioniza

A simple and efficient radical coupling of 2-isocyanobiphenyl with ethers was developed, providing a variety of 6-alkylated phenanthridines. Both cyclic and acyclic ethers are suitable substrates for this transformation, which comprised the functionalization of two C–H bonds: the sp3 C–H of ether and sp2 C–H of phenyl group. The kinetic isotope effect(KIE) revealed that the cleavage of sp3 C-H bond would be involved in the rate-determining step.

A simple and efficient radical coupling of 2-isocyanobiphenyl with ethers was developed, providing a variety of 6-alkylated phenanthridines. Both cyclic and acyclic ethers are suitable substrates for this transformation, which comprises the functionalization of two C-H bonds: the sp3 C -H of ether and sp2 C-H of phenyl group. The kinetic isotope effect (KIE) revealed that the cleavage of sp3 CH bond would be involved in the rate-determining step.