A base-mediated dearomatization [2+3] annulation of 2-nitrobenzofurans with 4-hydroxycoumarins: A simple and direct synthesis of dihydrofurobenzofuran-coumarins

被引：0
作者：
Du, Si-Si
Zhou, Peng
Mei, Guang-Jian
Jia, Shi-Kun [1 ]
Hua, Yuan-Zhao [1 ]
Wang, Min-Can [1 ]
机构：
[1] Zhengzhou Univ, Coll Chem, 100 Sci Rd, Zhengzhou 450000, Henan, Peoples R China
来源：
TETRAHEDRON | 2023年 / 140卷
关键词：
Dearomatization annulation; Polycyclic heterocycles; Benzofuro-dihydrofuro-coumarins; ENANTIOSELECTIVE TOTAL-SYNTHESIS; INTERMOLECULAR CARBOETHERIFICATION; BIOLOGICAL EVALUATION; FORMAL SYNTHESIS; FACILE SYNTHESIS; DERIVATIVES; ALKENES; RING; B-1;
D O I：
10.1016/j.tet.2023.133487
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple base-mediated dearomatization [2 + 3] annulation of 2-nitrobenzofurans with 4-hydroxycoumarins has been reported. A series of polycyclic heterocycles bearing dihydrofur-obenzofuran and coumarin blocks were synthesized via Michael/nucleophilic substitution cascade re-action in moderate to excellent yields. 2-Nitrobenzothiophene and 4-hydroxyquinolin-2-one are also tolerated in this protocol. The reaction can be carried out on a gram scale. The configuration of product is confirmed by X-ray single crystal structure analysis.& COPY; 2023 Elsevier Ltd. All rights reserved.
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页数：7
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