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PhICl 2 / NH 4 SCN‐Mediated Oxidative Regioselective Thiocyanation of Pyridin‐2( 1 H )‐ones
Author(s) -
Tao Shanqing,
Xiao Jiaxi,
Li Yadong,
Sun Fengxia,
Du Yunfei
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202100278
Subject(s) - chemistry , regioselectivity , electrophile , oxidative phosphorylation , medicinal chemistry , stereochemistry , ring (chemistry) , combinatorial chemistry , organic chemistry , catalysis , biochemistry
Main observation and conclusion The reaction of pyridin‐2(1 H )‐ones with PhICl 2 and NH 4 SCN enables an efficient regioselective thiocyanation, leading to the synthesis of the biologically interesting C5 thiocyanated 2‐pyridones in good to high yields. The mechanistic pathway of this metal‐free approach is postulated to involve the formation of the reactive thiocyanogen chloride from the reaction of PhICl 2 and NH 4 SCN followed with the regioselective electrophilic thiocyanation of the pyridin‐2(1 H )‐one ring.