ol7b01771_si_001.pdf (2.66 MB)
Silver-Catalyzed Tandem CC Bond Hydroazidation/Radical Addition/Cyclization of Biphenyl Acetylene: One-Pot Synthesis of 6‑Methyl Sulfonylated Phenanthridines
journal contribution
posted on 2017-07-24, 04:29 authored by Jiawei Tang, Paramasivam Sivaguru, Yongquan Ning, Giuseppe Zanoni, Xihe BiA 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 CC bond. Mechanistic studies suggest the reaction should
proceed through an iminyl radical reactive intermediate.