Palladium-Catalyzed Reaction of Arylboronic Acids with Aliphatic Nitriles: Synthesis of Alkyl Aryl Ketones and 2-Arylbenzofurans

被引：29

作者：

Wang, Xingyong ^{[1
]}

Wang, Xiaodong ^{[1
]}

Liu, Miaochang ^{[1
]}

Ding, Jinchang ^{[1
,2
]}

Chen, Jiuxi ^{[1
]}

Wu, Huayue ^{[1
]}

机构：

[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 3250235, Peoples R China

[2] Wenzhou Vocat & Tech Coll, Wenzhou 325035, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2013年 / 45卷 / 16期

基金：

中国国家自然科学基金;

关键词：

palladium; aliphatic nitriles; arylboronic acids; alkyl aryl ketones; 2-arylbenzofurans; CROSS-COUPLING REACTIONS; PALLADIUM(II)-CATALYZED ADDITION; ALPHA-ARYLATION; DERIVATIVES; ALDEHYDES; ARENES; ACTIVATION; COMPLEXES;

D O I：

10.1055/s-0033-1338909

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient palladium-catalyzed addition of arylboronic acids to aliphatic nitriles has been developed, providing a wide range of alkyl aryl ketones in moderate to excellent yields. It is noteworthy that sequential addition and intramolecular annulation reaction of 2-(2-hydroxyphenyl)acetonitriles with arylboronic acids are also conducted smoothly to afford 2-arylbenzofurans in good yields under the standard conditions.

引用

页码：2241 / 2244

页数：4

共 50 条

[31] Divergent Palladium-Catalyzed Tandem Reaction of Cyanomethyl Benzoates with Arylboronic Acids: Synthesis of Oxazoles and Isocoumarins
Dai, Ling
Yu, Shuling
Xiong, Wenzhang
Chen, Zhongyan
Xu, Tong
Shao, Yinlin
Chen, Jiuxi
ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (09) : 1893 - 1898
[32] Palladium-Catalyzed Direct β-C-H Arylation of Ketones with Arylboronic Acids in Water
Hu, Xiaoyun
Yang, Xiaobo
Dai, Xi-Jie
Li, Chao-Jun
ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (14) : 2402 - 2406
[33] Palladium-Catalyzed Denitrative Synthesis of Aryl Nitriles from Nitroarenes and Organocyanides
Iizumi, Keiichiro
Tanaka, Hiroki
Muto, Kei
Yamaguchi, Junichiro
ORGANIC LETTERS, 2024, 26 (18) : 3977 - 3981
[34] Palladium-Catalyzed Cascade Reactions of δ-Ketonitriles with Arylboronic Acids: Synthesis of Pyridines
Yao, Xinrong
Qi, Linjun
Li, Renhao
Zhen, Qanqian
Liu, Jichao
Zhao, Zhiwei
Shao, Yinlin
Hu, Maolin
Chen, Jiuxi
ACS COMBINATORIAL SCIENCE, 2020, 22 (03) : 114 - 119
[35] One-pot synthesis of diaryl ketones from aldehydes via palladium-catalyzed reaction with aryl boronic acids
Qin, Changming
Chen, Jiuxi
Wu, Huayue
Cheng, Jiang
Zhang, Qiang
Zuo, Bing
Su, Weike
Ding, Jinchang
TETRAHEDRON LETTERS, 2008, 49 (11) : 1884 - 1888
[36] Efficient Palladium-Catalyzed Synthesis of 2-Aryl Propionic Acids
Neumann, Helfried
Sergeev, Alexey G.
Spannenberg, Anke
Beller, Matthias
MOLECULES, 2020, 25 (15):
[37] PALLADIUM-CATALYZED SYNTHESIS OF UNSYMMETRICAL ALKYL ARYL-PHENYLPHOSPHINATES
XU, YY
LI, Z
XIA, JZ
GUO, HJ
HUANG, YZ
SYNTHESIS-STUTTGART, 1983, (05): : 377 - 378
[38] Palladium-Catalyzed Amide Synthesis via Aminocarbonylation of Arylboronic Acids with Nitroarenes
Peng, Jin-Bao
Li, Da
Geng, Hui-Qing
Wu, Xiao-Feng
ORGANIC LETTERS, 2019, 21 (12) : 4878 - 4881
[39] Palladium catalyzed decarboxylative acylation of arylboronic acid with ethyl cyanoacetate as a new acylating agent: synthesis of alkyl aryl ketones
Yousuf, Md
Das, Tuluma
Adhikari, Susanta
NEW JOURNAL OF CHEMISTRY, 2015, 39 (11) : 8763 - 8770
[40] Synthesis of diverse β-quaternary ketones via palladium-catalyzed asymmetric conjugate addition of arylboronic acids to cyclic enones
Holder, Jeffrey C.
Goodman, Emmett D.
Kikushima, Kotaro
Gatti, Michele
Marziale, Alexander N.
Stoltz, Brian M.
TETRAHEDRON, 2015, 71 (35) : 5781 - 5792

← 1 2 3 4 5 →