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One-pot Synthesis of Alkynylated Coumarins via Rhodium-Catalyzed Annulation of Aryl Thiocarbamates with 1,3-Diynes or Terminal Alkynes  ( SCI-EXPANDED收录)   被引量:21

文献类型:期刊文献

英文题名:One-pot Synthesis of Alkynylated Coumarins via Rhodium-Catalyzed Annulation of Aryl Thiocarbamates with 1,3-Diynes or Terminal Alkynes

作者:Gao, Yuan[1];Zeng, Fenfen[1];Sun, Xudong[1];Zeng, Minfeng[1];Yang, Zhen[1];Huang, Xianqiang[2];Shen, Guodong[2];Tan, Yongsheng[3];Feng, Ruokun[1];Qi, Chenze[1]

机构:[1]Shaoxing Univ, Dept Chem, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Peoples R China;[2]Liaocheng Univ, Shandong Prov Key Lab Chem Energy Storage & Novel, Sch Chem & Chem Engn, Liaocheng 252059, Peoples R China;[3]Shaoxing Univ, Dept Phys, Shaoxing 312000, Peoples R China

年份:2018

卷号:360

期号:7

起止页码:1328

外文期刊名:ADVANCED SYNTHESIS & CATALYSIS

收录:SCI-EXPANDED(收录号:WOS:000429346800002)、、WOS、CCR-EXPANDED(收录号:WOS:000429346800002)

基金:Funding from Science Technology Department of Zhejiang Province (No. LQ15B020002 and LGG18E030004) is highly acknowledged.

语种:英文

外文关键词:Rhodium-catalyzed; C-H; C-N bond cleavage; Alkynylated coumarin; 1; 3-Diynes; Terminal alkynes; Fluorescence properties

外文摘要:A convenient and selective synthesis of alkynylated coumarins from various aryl thiocarbamates and 1,3-diynes or terminal alkynes via rhodium-catalyzed C-H bond activation has been developed. In this transformation, both symmetrical and asymmetrical 1,3-diynes could be applicable, obtaining various 3-alkynylated coumarins in moderate to excellent yields. When the substituent is aryl group, the resulting compounds were found to exhibit intense fluorescence in the range of 412-443nm with quantum yield of up to 0.57 in CH2Cl2. Moreover, the internal alkynes were readily converted to 1,2-dione, olefins, alkanes, and bisheterocycles under certain conditions.

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