Direct β-C-H ketoalkylation of enaminoesters with cyclopropanols under metal-free conditions

被引:0
作者
Zhan, Jun-Long [1 ,2 ]
Zhou, Sai-Nan [1 ]
Wang, Yu [1 ]
Liu, Rui [1 ]
Wang, Yu-Tong [1 ]
Tian, Mengke [1 ]
Meng, Qiang [3 ]
Zhu, Lin [1 ]
Kong, Xiangtao [1 ]
Lv, Yunhe [1 ]
机构
[1] Anyang Normal Univ, Coll Chem & Chem Engn, Henan Prov Engn & Technol Res Ctr Precise Synth Fl, Anyang 455000, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[3] Monash Univ, Sch Chem, Wellington Rd, Clayton, Vic 3800, Australia
关键词
N-ARYL ENAMINES; INDOLES; KETONES; ANNULATION; ALDEHYDES; ESTERS;
D O I
10.1039/d4ob01968g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A TEMPO-mediated beta-ketoalkylation of enaminoesters with cyclopropanols under metal-free conditions is herein described. This reaction provides a straightforward and highly efficient route to beta-keto alkyl substituted enaminoesters for the first time, which could be rapidly and efficiently converted into synthetically useful 2-alkoxycarbonyl functionalized 1,5-diketones. Moreover, the practicability of this protocol is successfully demonstrated by scale-up experiments and the late-stage functionalization of natural products and pharmaceutically relevant molecules.
引用
收藏
页码:1823 / 1827
页数:5
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