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Synthesis of 2‐Aryl‐2‐hydroxyethyl Dithiocarbamates via Regioselective Addition of Tetraalkylthiuram Disulfides to Styrenes under Transition‐Metal‐Free Conditions
Author(s) -
Hao Shuai,
Ye Xiefeng,
Zhao Mingqin,
Hu Jingyan,
Wang Na,
Li Jing,
Wang Fangling,
Zhang Mingyue,
Wu Zhiyong
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000729
Subject(s) - chemistry , regioselectivity , aryl , reagent , combinatorial chemistry , transition metal , yield (engineering) , functional group , substrate (aquarium) , organic chemistry , catalysis , alkyl , materials science , polymer , oceanography , metallurgy , geology
This paper describes a method for the synthesis of 2‐aryl‐2‐hydroxyethyl dithiocarbamates via difunctionalization of alkenes involving C−S and C−O bonds formation with tetraalkylthiuram disulfides as the functional reagents. The reaction proceeded well under transition‐metal‐free conditions and afforded up to 88% yield of the desired products. Numerous useful functional groups were tolerated under the reaction conditions. This methodology provides a direct approach to β‐hydroxy dithiocarbamates, featuring readily available starting materials and broad substrate scope, which shows its practical synthetic value in organic synthesis.