A Bifunctional Ligand Enables Gold-Catalyzed Hydroarylation of Terminal Alkynes under Soft Reaction Conditions

被引：22

作者：

Li, Ting ^{[1
,2
]}

Yang, Yuhan ^{[1
]}

Luo, Baomin ^{[1
]}

Li, Bo ^{[1
]}

Zong, Luyi ^{[1
]}

Kong, Weiguang ^{[1
]}

Yang, Hao ^{[1
]}

Cheng, Xinpeng ^{[2
]}

Zhang, Liming ^{[2
]}

机构：

[1] Nanyang Normal Univ, Coll Chem & Pharmaceut Engn, Nanyang 473061, Henan, Peoples R China

[2] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 15期

关键词：

INTRAMOLECULAR HYDROARYLATION; INDUSTRIAL PERSPECTIVE; ORTHO-ALKENYLATION; COUNTER ANIONS; PHENOLS; PLATINUM; HYDROPHENOXYLATION; HETEROARENES; VINYLATION; EFFICIENT;

D O I：

10.1021/acs.orglett.0c02130

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient gold-catalyzed hydroarylation of alkynes under soft reaction conditions is developed by utilizing a bifunctional ligand. This transformation features a broad substrate scope and thus exhibits moderate to excellent efficiency.

引用

页码：6045 / 6049

页数：5

共 64 条

[21] Metal-Ligand Cooperation [J].

Khusnutdinova, Julia R. ;

Milstein, David .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (42) :12236-12273

[22] Catalytic ethenylation reaction of phenol using SnCl4 [J].

Kobayashi, K ;

Yamaguchi, M .

ORGANIC LETTERS, 2001, 3 (02) :241-242

[23] Gold-Catalyzed Intermolecular Hydrophenoxylation of Unactivated Internal Alkynes [J].

Kuram, Malleswara Rao ;

Bhanuchandra, M. ;

Sahoo, Akhila K. .

JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (07) :2247-2258

[24] Gold-Catalyzed Silyl-Migrative Cyclization of Homopropargylic Alcohols Enabled by Bifunctional Biphenyl-2-ylphosphine and DFT Studies [J].

Li, Ting ;

Yang, Yuhan ;

Li, Bo ;

Bao, Xiaoguang ;

Zhang, Liming .

ORGANIC LETTERS, 2019, 21 (19) :7791-7794

[25] Bifunctional Biphenyl-2-ylphosphine Ligand Enables Tandem Gold-Catalyzed Propargylation of Aldehyde and Unexpected Cycloisomerization [J].

Li, Ting ;

Zhang, Liming .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (50) :17439-17443

[26] Ligand-Accelerated Gold-Catalyzed Addition of in Situ Generated Hydrazoic Acid to Alkynes under Neat Conditions [J].

Li, Xiaoqing ;

Liao, Shengrong ;

Wang, Zhixun ;

Zhang, Liming .

ORGANIC LETTERS, 2017, 19 (14) :3687-3690

[27] Gold-Catalyzed Enantioselective Annulations [J].

Li, Yangyan ;

Li, Wenbo ;

Zhang, Junliang .

CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (03) :467-512

[28] Bifunctional Ligand Enables Efficient Gold-Catalyzed Hydroalkenylation of Propargylic Alcohol [J].

Liao, Shengrong ;

Porta, Alessio ;

Cheng, Xinpeng ;

Ma, Xu ;

Zanoni, Giuseppe ;

Zhang, Liming .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (27) :8250-8254

[29] Recent advances in the ruthenium-catalyzed hydroarylation of alkynes with aromatics: synthesis of trisubstituted alkenes [J].

Manikandan, Rajendran ;

Jeganmohan, Masilamani .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (42) :10420-10436

[30] Hydroarylation of Alkynes with Phenols in the Presence of Gallium Complexes of a Labile N-Ligand: Synthesis of Chromenes [J].

Moskalev, Mikhail V. ;

Yakub, Arkadiy M. ;

Morozov, Alexander G. ;

Baranov, Evgenii V. ;

Kazarina, Olga V. ;

Fedushkin, Igor L. .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (26) :5781-5788

← 1 2 3 4 5 6 7 →