Specific assembly of dihydrobenzofuran frameworks via Rh(iii)-catalysed C-H coupling of N-phenoxyacetamides with 2-alkenylphenols

被引：5
|
作者：
Wei, Yinhui [1 ,2 ,3 ,4 ]
Xu, Huiying [2 ,3 ,4 ]
Chen, Fangyuan [2 ,3 ,4 ]
Gao, Hui [2 ,3 ,4 ]
Huang, Yugang [2 ,3 ,4 ]
Yi, Wei [1 ,2 ,3 ,4 ]
Zhou, Zhi [2 ,3 ,4 ]
机构：
[1] Bijie Med Coll, Dept Fundamental Med & Pharmaceut Sci, Bijie 551700, Peoples R China
[2] Guangzhou Med Univ, Key Lab Mol Target & Clin Pharmacol, Guangzhou 511436, Guangdong, Peoples R China
[3] Guangzhou Med Univ, State Key Lab Resp Dis, Sch Pharmaceut Sci, Guangzhou 511436, Guangdong, Peoples R China
[4] Guangzhou Med Univ, Affiliated Hosp 5, Guangzhou 511436, Guangdong, Peoples R China
来源：
NEW JOURNAL OF CHEMISTRY | 2022年 / 46卷 / 12期
基金：
中国博士后科学基金;
关键词：
DIRECTING GROUP; PROPARGYL ALCOHOLS; 4+1 ANNULATION; FUNCTIONALIZATION; ACTIVATION; DIVERGENT; AMINE;
D O I：
10.1039/d2nj00175f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The Rh(iii)-catalysed redox-neutral C-H coupling of N-phenoxyacetamides with 2-alkenylphenols has been developed, leading to the specific assembly of dihydrobenzofuran frameworks with good compatibility and profound synthetic utility. Integrated computational and experimental mechanistic studies revealed that the distinctive synergistic dual directing group-enabled unconventional reaction pathway involved a sequential intramolecular hydrogen transfer/nucleophilic 1,4-addition process in which a five-membered rhodacycle and the cyclohexa-2,4-dienone species might be used as the active intermediates.
引用
收藏
页码：5705 / 5711
页数：7
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