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Synthesis of 2-Substituted Benzothio(seleno)phenes and Indoles via Ag-Catalyzed Cyclization/Demethylation of 2-Alkynylthio(seleno)anisoles and 2-Alkynyldimethylanilines  ( SCI-EXPANDED收录)   被引量:7

文献类型:期刊文献

英文题名:Synthesis of 2-Substituted Benzothio(seleno)phenes and Indoles via Ag-Catalyzed Cyclization/Demethylation of 2-Alkynylthio(seleno)anisoles and 2-Alkynyldimethylanilines

作者:Cai, Tao[1];Feng, Chengjie[1];Shen, Fangqi[1];Bian, Kejun[1];Wu, Chunlei[1];Shen, Runpu[1];Gao, Yuzhen[2]

机构:[1]Shaoxing Univ, Dept Coll Chem & Chem Engn, Shaoxing 312000, Peoples R China;[2]Chinese Acad Sci, Fujian Inst Res Struct Matter, Key Lab Coal Ethylene Glycol & Its Related Techno, Fuzhou 350002, Peoples R China

年份:2021

卷号:2021

期号:4

起止页码:653

外文期刊名:EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录:SCI-EXPANDED(收录号:WOS:000600632000001)、、WOS、CCR-EXPANDED(收录号:WOS:000600632000001)

基金:We gratefully thank the financial support from NSFC (Grant No. 21801240), the Youth Foud of Shaoxing University (No. 20185019), the Zhejiang Provincial Natural Science Foundation of China (No. LQ21B020005), as well as the Public Projects of Zhejiang Province of China (No. LGG19B020002).

语种:英文

外文关键词:Benzothiophenes; Cyclization; Indoles; Heterocycles; Homogeneous catalysis; Synthetic methods

外文摘要:An Ag-catalyzed cyclization/demethylation of 2-alkynylthio(seleno)anisoles and 2-alkynyldimethylanilines is described and applied for the construction of valuable benzothio(seleno)phenes as well as indoles. Various 2-substituted benzothio(seleno)phenes and indoles were obtained in good to excellent yields under mild reaction conditions with low catalyst loading. An application of this new method is also exemplified with a concise synthesis of a bioactive molecule precursor. Furthermore, a conceivable reaction mechanism is proposed with supports from isotope-exchange experiments.

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