Palladium-catalyzed one-pot Catellani reaction: An efficient synthesis of α-alkynyl aromatic ketones via ortho acylation and ipso alkynylation

被引：7
|
作者：
Yu, Shao-Peng [1 ]
Zhong, Yue [1 ]
Gu, Ting [1 ]
Wu, Wen-Yu [1 ]
Fan, Tian Yuan [1 ]
Li, Nian-Guang [1 ]
Shi, Zhi-Hao [2 ]
Tang, Yu-Ping [1 ,3 ,4 ]
Duan, Jin-Ao [1 ]
机构：
[1] Nanjing Univ Chinese Med, Jiangsu Key Lab High Technol Res TCM Formulae, Jiangsu Collaborat Innovat Ctr Chinese Med Resour, Natl & Local Collaborat Engn Ctr Chinese Med Reso, Nanjing 210023, Jiangsu, Peoples R China
[2] China Pharmaceut Univ, Dept Organ Chem, Nanjing 211198, Jiangsu, Peoples R China
[3] Shaanxi Univ Chinese Med, Coll Pharm, Xian 712046, Shaanxi, Peoples R China
[4] Shaanxi Univ Chinese Med, Shaanxi Collaborat Innovat Ctr Chinese Med Resour, Xian 712046, Shaanxi, Peoples R China
来源：
TETRAHEDRON | 2018年 / 74卷 / 40期
关键词：
Catellani reaction; Acylation; Alkynylation; 2-Alkynyl aromatic ketones; Palladium-catalyzed; C-H FUNCTIONALIZATION; ARYL IODIDES; REGIOSPECIFIC SYNTHESIS; ALKYLATION; PD/NORBORNENE; ACTIVATION; ANNULATION; AMINATION;
D O I：
10.1016/j.tet.2018.08.027
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A palladium-catalyzed and norbornene-mediated Catellani reaction was developed through ortho-acylation and ipso-alkynylation for the aryl iodides. Acyl chlorides were used as acylation reagents and phenylpropiolic acids were used as termination reagents respectively in this transformation. As a result, the reactivity of these three different compounds matched well and this unreported combination could be used extensively. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5942 / 5949
页数：8
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