Sc(OTf)3-Catalyzed Tunable Thio-(3+3) Annulation Reactions of Indoline-2-thiones with α-Benzylidene-β-tetralones

被引:0
|
作者
Jiang, Yan [1 ]
Ma, Hao-Jie [1 ]
Zhai, Chen-Ying [1 ]
Wang, Xue-Long [1 ]
Yang, Yi [1 ]
机构
[1] Sichuan Univ Sci & Engn, Key Lab Green Chem Sichuan Inst Higher Educ, Coll Chem & Environm Engn, 519 Huixing Rd, Zigong, Sichuan, Peoples R China
关键词
indoline-2-thiones; tetralone; (3+3) annulation; sulfur-containing heterocycles; thiazine; MEDICINAL CHEMISTRY; INDOLE; DERIVATIVES; INSIGHT;
D O I
10.1002/ajoc.202400452
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Sc(OTf)3-catalyzed tunable thio-Michael addition/nucleophilic addition/dehydration reaction of indoline-2-thiones with alpha-benzylidene-beta-tetralones was realized, leading to biologically important tetrahydrobenzo[7,8]isothiochromeno[3,4-b]indoles and thiazino[3,2-a]indoles in moderate to good yields. Moreover, by extending the reaction time, the dehydrogenated cycloadducts dihydrobenzo[7,8]isothiochromeno[3,4-b]indoles were also obtained from the reaction of indoline-2-thiones with alpha-benzylidene-beta-tetralones.
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页数:5
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