Iron-mediated deuterium addition cascade cyano insertion/cyclization ofN-arylacrylamides to access deuterium-labelled phenanthridines
Ji, L (Ji, Lei); Gu, WJ (Gu, Weijin); Liu, P (Liu, Ping)[ 1 ]*(刘平); Sun, PP (Sun, Peipei)[ 1 ]*(孙培培)
[ 1 ] Nanjing Normal Univ, Coll Chem & Mat Sci, Nanjing 210023, Peoples R China
[ 2 ] Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Jiangsu Prov Key Lab Mat Cycle Proc & Pollut Cont, Nanjing 210023, Peoples R China
ORGANIC & BIOMOLECULAR CHEMISTRY,202008,18(31),6126-6133
Deuterated molecules feature important biological activities and pharmacokinetic properties for the design of pharmaceuticals. Radical cyclization cascades involving the deuteration of alkenes to form heterocyclic compounds have rarely been reported. Herein, a deuterium addition cascade cyano insertion/cyclization ofN-arylacrylamides to synthesize deuterated phenanthridines is described. Cheap Fe(NO3)(3)center dot 9H(2)O enables the generation of a deuterium radical from NaBD(4)in situ. These reactions proceed under mild conditions in a short time and a variety of functional groups are well tolerated.
文章链接:
https://pubs.rsc.org/en/content/articlelanding/2020/OB/D0OB01178A#!divAbstract
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