Regioselective synthesis of polycyclic sulfones via radical-induced three-component bicyclization cascades

Chemical Communications : Chem Comm
Xiao-Yan QinBo Jiang

Abstract

New radical-triggered three-component bicyclization cascades of 2-alkynyl aryldiazonium tetrafluoroborates with a sulfur dioxide surrogate DABCO·(SO2)2 and internal alkynes such as haloalkynes and ynones have been reported for the first time, leading to 49 examples of polycyclic sulfones with moderate to good yields and high levels of regioselectivity. This transformation initiated by an in situ generated arylsulfonyl radical proceeds efficiently under mild and neutral redox conditions, which provide an easy and metal-free pathway toward the formation of a range of richly decorated indeno[1,2-c]thiochromene 5,5-dioxides.

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Citations

Feb 27, 2020·Chemical Communications : Chem Comm·Xuefeng WangJie Wu
Apr 4, 2020·Chemical Communications : Chem Comm·Shengqing YeJie Wu
Nov 30, 2019·Chemistry, an Asian Journal·Tian-Shu ZhangBo Jiang
Aug 20, 2020·Chemical Communications : Chem Comm·Fu-Sheng HeJie Wu
Oct 22, 2020·Chemical Communications : Chem Comm·Chun ZhangJie Wu
Jul 22, 2021·Chemical Communications : Chem Comm·Shi-Chao WangBo Jiang

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