Furan Synthesis via a Tandem 1,2-Acyloxy Migration/[3+2] Cycloaddition/Aromatization of Enol Ether-Tethered Propargylic Esters

被引：6
作者：
Zhang, Zhiqiang [1 ,2 ]
Chen, Luxin [1 ]
Wang, Ying [2 ]
Dai, Weikai [2 ]
Li, Pengfei [2 ]
Yang, Zhen [1 ,4 ]
Li, Xiuhuan [3 ]
Zheng, Huaiji [2 ]
机构：
[1] Shaoxing Univ, Coll Chem & Chem Engn, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Peoples R China
[2] Northwest Agr & Forestry Univ, Coll Chem & Pharm, Shaanxi Key Lab Nat Prod & Chem Biol, Yangling 712100, Peoples R China
[3] Northwest Agr & Forestry Univ, State Key Lab Crop Stress Biol Arid Areas, Yangling 712100, Peoples R China
[4] Shaoxing Univ, Coll Chem & Chem Engn, Res Ctr Adv Catalyt Mat & Funct Mol Synth, Shaoxing 312000, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 11期
基金：
中国国家自然科学基金;
关键词：
MIGRATION/INTRAMOLECULAR 3+2 CYCLOADDITION; COUPLING REACTIONS; NATURAL-PRODUCTS; C-N; COPPER; CONSTRUCTION; ACCESS; RINGS;
D O I：
10.1021/acs.joc.3c00216
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Aneffective method for the synthesis of furans is developed viaa tandem 1,2-acyloxy migration/intramolecular [3 + 2] cycloaddition/aromatizationof enol ether-tethered propargylic esters. The reaction exhibits excellentfunctional group tolerance, broad substrate scope, and excellent chemoselectivity.The isolation of dihydrofuran intermediates in some cases gives moreinsight into the [3 + 2] cycloisomerization process.
引用
收藏
页码：6918 / 6931
页数：14
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