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Di‐tert‐Butyl Peroxide‐Mediated Atom‐Transfer Radical Addition of 2‐Chlorodithiane to Aryl Alkynes under Mild Conditions
Authors:Junshan Lai  Lixia Tian  Yongping Liang  Dr Yuan Zhang  Dr Xingang Xie  Dr Bowen Fang  Prof?Dr Shouchu Tang
Institution:1. School of Pharmacy, Lanzhou University, Lanzhou 730000 (P. R. China);2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P. R. China);3. Chemical Engineering Institute, Northwest University for Nationalities, Lanzhou, 730030 (P. R. China)
Abstract:Atom transfer radical addition (ATRA) of 2‐chlorodithiane onto aryl alkynes through the use of di‐tert‐butyl peroxide as an oxidant at room temperature directly affords a variety of synthetically valuable β‐chloro‐(Z)‐vinyl dithianes in good yields with high regioselectivities and without the assistance of any transition metals. It provides an operationally simple pathway to access vinyl dithianes with controlled formation of a new C(sp2)?C bond and a C(sp2)?Cl bond.
Keywords:alkynes  atom transfer  radical addition  regioselectivity  sulfur heterocycles
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