4-Dimethylaminopyridine-catalyzed [3+3] spiroannulation reactions of isatin-derived Morita-Baylis-Hillman carbonates with indoline-2-thiones

被引:9
|
作者
Geng, Congcong [1 ]
Wei, Xingfu [1 ]
Xu, Yongqiang [1 ]
Liu, Jianhui [1 ]
Peng, Lizeng [2 ]
Wang, Baomin [1 ]
机构
[1] Dalian Univ Technol, Dept Pharmaceut Sci, State Key Lab Fine Chem, Dalian 116024, Peoples R China
[2] Shandong Acad Agr Sci, Jinan 250100, Peoples R China
关键词
Spiroannulations; DMAP; Morita -Baylis -Hillman carbonates; Sulfur heterocycles; ANNULATED SULFUR HETEROCYCLES; STEREOSELECTIVE-SYNTHESIS; CONSTRUCTION; DERIVATIVES; ALKYLATION; ACCESS; THIOPYRANO; SKELETONS; OXINDOLES; ADDUCTS;
D O I
10.1016/j.tetlet.2022.153950
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
DMAP-catalyzed diastereoselective [3 + 3] spiroannulations of isatin-derived Morita-Baylis-Hillman car-bonates with indoline-2-thiones were achieved. A series of bisindole-annulated thiopyran frameworks were synthesized in good yields with good diastereoselectivities. The strategy developed in this paper offered a novel way for the synthesis of valuable indole-annulated sulfur heterocycle derivatives which might be beneficial in organic synthesis and medicinal chemistry. (c) 2022 Elsevier Ltd. All rights reserved.
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页数:4
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