Cobalt-Catalyzed Decarboxylative 2-Benzoylation of Oxazoles and Thiazoles with α-Oxocarboxylic Acids

被引：62

作者：

Yang, Ke ^{[1
]}

Chen, Xinyong ^{[1
]}

Wang, Yuqi ^{[1
]}

Li, Wanqing ^{[1
]}

Kadi, Adnan A. ^{[2
]}

Fun, Hoong-Kun ^{[2
]}

Sun, Hao ^{[1
]}

Zhang, Yan ^{[1
,2
]}

Li, Guigen ^{[1
]}

Lu, Hongjian ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, Inst Chem & BioMed Sci, Nanjing 210093, Jiangsu, Peoples R China

[2] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 21期

基金：

中国国家自然科学基金;

关键词：

C-H ACTIVATION; CARBON-CARBON BONDS; O-METHYL KETOXIMES; ORTHO-ACYLATION; DIRECT ARYLATION; BENZOIC-ACIDS; DESULFITATIVE ARYLATION; DIRECT C2-ALKYLATION; ARYLGLYOXYLIC ACIDS; AZOLES;

D O I：

10.1021/acs.joc.5b01450

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cobalt-catalyzed decarboxylative cross-coupling of oxazoles and thiazoles with alpha-oxocarboxylic acids was developed through an sp(2) C-H bond functionalization process. This work represents the first example of cobalt-catalyzed decarboxylative C-H bond functionalization and provides an efficient means of building some important bioactive heteroaryl ketone derivatives.

引用

页码：11065 / 11072

页数：8

共 50 条

[21] Room Temperature Palladium-Catalyzed Decarboxylative ortho-Acylation of Acetanilides with α-Oxocarboxylic Acids
Fang, Ping
Li, Mingzong
Ge, Haibo
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (34) : 11898 - 11899
[22] Synthesis of imides via palladium-catalyzed decarboxylative amidation of α-oxocarboxylic acids with secondary amides
Xu, Ning
Liu, Jie
Li, Dengke
Wang, Lei
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (20) : 4749 - 4757
[23] Cobalt-Catalyzed Reductive Alkylation of Amines with Carboxylic Acids
Emayavaramban, Balakumar
Chakraborty, Priyanka
Sundararaju, Basker
[J]. CHEMSUSCHEM, 2019, 12 (13) : 3089 - 3093
[24] Palladium-catalyzed decarboxylative ortho-acylation of N-nitrosoanilines with α-oxocarboxylic acids
Yao, Jia-Ping
Wang, Guan-Wu
[J]. TETRAHEDRON LETTERS, 2016, 57 (15) : 1687 - 1690
[25] Cobalt-Catalyzed Alkenylation of Thiazoles with Alkynes via C-H Bond Functionalization
Ding, Zhenhua
Yoshikai, Naohiko
[J]. SYNTHESIS-STUTTGART, 2011, (16): : 2561 - 2566
[26] Decarboxylative Acylation of Arenes with α-Oxocarboxylic Acids via Palladium-Catalyzed C-H Activation
Li, Mingzong
Ge, Haibo
[J]. ORGANIC LETTERS, 2010, 12 (15) : 3464 - 3467
[27] Cobalt-catalyzed [2+2] cycloaddition
Treutwein, Jonas
Hilt, Gerhard
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (36) : 6811 - 6813
[28] Pd(II)-Catalyzed Decarboxylative Cross-Coupling of Potassium Aryltrifluoroborates with α-Oxocarboxylic Acids at Room Temperature
Li, Mingzong
Wang, Cong
Ge, Haibo
[J]. ORGANIC LETTERS, 2011, 13 (08) : 2062 - 2064
[29] Palladium-Catalyzed Decarboxylative Acylation of O-Phenyl Carbamates with -Oxocarboxylic Acids at Room Temperature
Sharma, Satyasheel
Kim, Aejin
Park, Eonjeong
Park, Jihye
Kim, Minyoung
Kwak, Jong Hwan
Lee, Sang Hwi
Jung, Young Hoon
Kim, In Su
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (04) : 667 - 672
[30] Cobalt-catalyzed highly enantioselective hydrogenation of α,β-unsaturated carboxylic acids
Xiaoyong Du
Ye Xiao
Jia-Ming Huang
Yao Zhang
Ya-Nan Duan
Heng Wang
Chuan Shi
Gen-Qiang Chen
Xumu Zhang
[J]. Nature Communications, 11

← 1 2 3 4 5 →