Visible-Light-Promoted Cross-Coupling Reactions of Aryldiazonium Salts with S-Methyl-d3 Sulfonothioate or Se-Methyl-d3 Selenium Sulfonate: Synthesis of Trideuteromethylated Sulfides, Sulfoxides, and Selenides.

Visible-Light-Promoted Cross-Coupling Reactions of Aryldiazonium Salts with S-Methyl-d3 Sulfonothioate or Se-Methyl-d3 Selenium Sulfonate: Synthesis of Trideuteromethylated Sulfides, Sulfoxides, and Selenides.
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DOI:
10.1021/acs.orglett.0c03562
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发表时间:
2020-11
期刊:
影响因子:
5.2
通讯作者:
Cheng-Mi Huang;Jian Li;Jingting Ai;Xinya Liu;Weidong Rao;Shun‐Yi Wang
Cheng-Mi Huang;Jian Li;Jingting Ai;Xinya Liu;Weidong Rao;Shun‐Yi Wang
中科院分区:
化学1区
文献类型:
--
作者:
Cheng-Mi Huang;Jian Li;Jingting Ai;Xinya Liu;Weidong Rao;Shun‐Yi Wang

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本文报道了一种新型的硫代磺酸甲酯/硒代硫代硒代硫代硒代硒代硫代硒代硫代硒代硒代硫代硒代温和的条件和各种官能团提供了一种绿色方案,用于有效和快速地引入具有有用水平的氘含量(> 91%D)的S-CD 3或Se-CD 3基团。在光催化条件下,通过简单的大气变化也成功地观察到三氘代甲基亚砜的化学选择性。
A novel visible-light-photocatalytic deuterated thiomethylation/methylselenation of aryldiazonium salts utilizing S/Se-methyl-d3 sulfonothioate has been developed. The mild conditions and the various functional groups provide a green protocol for the efficient and rapid introduction of the S-CD3 or Se-CD3 group with useful levels of deuterium content (>91% D). Trideuteromethyl sulfoxides have also been successfully chemoselectively observed by simple atmospheric changes under photocatalytic conditions.