Silver-Catalyzed Tandem CC Bond Hydroazidation/Radical
Addition/Cyclization of Biphenyl Acetylene: One-Pot Synthesis of 6‑Methyl
Sulfonylated Phenanthridines
Posted on 2017-07-24 - 04:29
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 CC bond. Mechanistic studies suggest the reaction should
proceed through an iminyl radical reactive intermediate.
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Tang, Jiawei; Sivaguru, Paramasivam; Ning, Yongquan; Zanoni, Giuseppe; Bi, Xihe (2017). Silver-Catalyzed Tandem CC Bond Hydroazidation/Radical
Addition/Cyclization of Biphenyl Acetylene: One-Pot Synthesis of 6‑Methyl
Sulfonylated Phenanthridines. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b01771
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AUTHORS (5)
JT
Jiawei Tang
PS
Paramasivam Sivaguru
YN
Yongquan Ning
GZ
Giuseppe Zanoni
XB
Xihe Bi