Norbornene-Mediated Palladium-Catalysed Domino-Type Catellani Reaction: an Efficient and Regiospecific Acylation/Suzuki Coupling of Aryl Iodides

被引：7

作者：

Wu, Wenyu ^{[1
]}

Yu, Shaopeng ^{[1
]}

Gu, Ting ^{[1
]}

Fan, Tianyuan ^{[1
]}

Zhong, Yue ^{[1
]}

Li, Nianguang ^{[1
]}

Tang, Yuping ^{[1
,2
,3
]}

Jiang, Yi ^{[1
,2
,3
]}

Zhu, Xingmei ^{[1
,2
,3
]}

Duan, Jinao ^{[1
]}

Shi, Zhihao ^{[1
,4
]}

机构：

[1] Nanjing Univ Chinese Med, Jiangsu Collaborat Innovat Ctr Chinese Med Resour, Jiangsu Key Lab High Technol Res TCM Formulae, Natl & Local Collaborat Engn Ctr Chinese Med Reso, Nanjing 210023, Jiangsu, Peoples R China

[2] Shaanxi Univ Chinese Med, Coll Pharm, Xian 712046, Shaanxi, Peoples R China

[3] Shaanxi Univ Chinese Med, Shaanxi Collaborat Innovat Ctr Chinese Med Resour, Xian 712046, Shaanxi, Peoples R China

[4] China Pharmaceut Univ, Dept Organ Chem, Nanjing 211198, Jiangsu, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 24期

关键词：

Domino reactions; Palladium; Homogeneous catalysis; Acylation; Cross-coupling; Ketones; C-H FUNCTIONALIZATION; CARBOXYLIC-ACIDS; ALKYLATION; ACTIVATION; AMINATION; CASCADE; KETONES; PD;

D O I：

10.1002/ejoc.201800363

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Catellani reaction is a domino reaction catalysed by palladium/norbornene. It can be used for the synthesis of a range of aromatic compounds in one step, and is of great interest in the synthesis of natural products and drugs. In this paper, we report a palladium/norbornene-catalysed ortho-acylation/ipso-Suzuki coupling reaction of aryl iodides using acyl chlorides as acylating agents and arylboronic acids as quenching reagents. The reactions were carried out using readily available starting materials, and ortho-aryl benzophenones were obtained in moderate to good yields. Compared with previous Catellani reactions, this reaction has a wider substrate scope, shorter reaction times, and higher yields of the target compounds.

引用

页码：3075 / 3085

页数：11

共 6 条

[1] Recent Advances in the Norbornene Mediated Palladium-Catalyzed Domino-Type Catellani Reaction
Zhu, Hui
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[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (44)
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[5] Binuclear Palladium Complex Immobilized on Mesoporous SBA-16: Efficient Heterogeneous Catalyst for the Carbonylative Suzuki Coupling Reaction of Aryl Iodides and Arylboronic Acids Using Cr(CO)6 as Carbonyl Source
Niakan, Mahsa
Asadi, Zahra
Emami, Mohammad
[J]. CATALYSIS LETTERS, 2020, 150 (02) : 404 - 418
[6] Binuclear Palladium Complex Immobilized on Mesoporous SBA-16: Efficient Heterogeneous Catalyst for the Carbonylative Suzuki Coupling Reaction of Aryl Iodides and Arylboronic Acids Using Cr(CO)6 as Carbonyl Source
Mahsa Niakan
Zahra Asadi
Mohammad Emami
[J]. Catalysis Letters, 2020, 150 : 404 - 418

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