Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University , Changchun 130024, China.
Department of Chemistry, University of Pavia , Via le Taramelli 12, 27100 Pavia, Italy.
Org Lett. 2017 Aug 4;19(15):4026-4029. doi: 10.1021/acs.orglett.7b01771. Epub 2017 Jul 24.
A silver-catalyzed tandem carbon-carbon triple bond hydroazidation, radical addition, and cyclization of biphenyl acetylene is described under mild conditions, leading to the formation of 6-methyl sulfonylated phenanthridines in good yields. In this novel cascade reaction, most of the atoms are incorporated into the product without cleavage of the C≡C bond. Mechanistic studies suggest the reaction should proceed through an iminyl radical reactive intermediate.
本文描述了在温和条件下，通过银催化联苯乙炔的碳-碳三键的串联氢氮丙啶化、自由基加成和环化反应，以良好的收率得到 6-甲基磺酰基菲啶。在这个新颖的级联反应中，大部分原子都被整合到产物中，而 C≡C 键没有断裂。机理研究表明，反应应该通过亚氨自由基反应中间体进行。
