可见光催化亚甲基环丙烷与磺酰氯的C-C键双官能化反应合成3-磺酰基-1,2-二氢萘
Visible-Light-Catalyzed C-C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes.
作者信息
Liu Yu, Wang Qiao-Lin, Chen Zan, Zhou Quan, Li Hua, Zhou Cong-Shan, Xiong Bi-Quan, Zhang Pan-Liang, Tang Ke-Wen
机构信息
Department of Chemistry and Chemical Engineering , Hunan Institute of Science and Technology , Yueyang 414006 , China.
出版信息
J Org Chem. 2019 Mar 1;84(5):2829-2839. doi: 10.1021/acs.joc.8b03261. Epub 2019 Feb 15.
A novel visible-light-catalyzed sulfonylation/arylation of carbon-carbon σ-bond with sulfonyl chlorides for the synthesis of 3-sulfonylated 1,2-dihydronaphthalenes is developed. This difunctionalization proceeds via a sequence of C═C bond sulfonylation, C-C σ-bond cleavage, and intramolecular cyclization, and the experiment result shows that the C-C σ-bond difunctionalization reaction includes a radical process. This strategy provides a simple and convenient route for difunctionalization of C-C bonds with an aromatic carbon and a sulfonyl radical by one-pot construction of a C-S bond and a new C-C bond.
开发了一种新型可见光催化的碳-碳σ键与磺酰氯的磺酰化/芳基化反应，用于合成3-磺酰化的1,2-二氢萘。这种双官能团化反应通过碳-碳双键磺酰化、碳-碳σ键裂解和分子内环化的序列进行，实验结果表明碳-碳σ键双官能团化反应包括一个自由基过程。该策略通过一锅法构建碳-硫键和新的碳-碳键，为碳-碳键与芳族碳和磺酰基自由基的双官能团化提供了一条简单便捷的途径。
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