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

[31] COBALT-CATALYZED SYNTHESIS OF ALPHA-ARYLPROPIONIC AND DIARYLACETIC ACIDS
FRANCALANCI, F
GARDANO, A
FOA, M
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 282 (02) : 277 - 282
[32] Cobalt-catalyzed highly enantioselective hydrogenation of α,β-unsaturated carboxylic acids
Du, Xiaoyong
Xiao, Ye
Huang, Jia-Ming
Zhang, Yao
Duan, Ya-Nan
Wang, Heng
Shi, Chuan
Chen, Gen-Qiang
Zhang, Xumu
[J]. NATURE COMMUNICATIONS, 2020, 11 (01)
[33] Theoretical study of rhodium- and cobalt-catalyzed decarboxylative transformations of isoxazolones: origin of product selectivity
Rong, Wei
Zhang, Tian
Li, Ting
Li, Juan
[J]. ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (06) : 1257 - 1266
[34] Cobalt-Catalyzed Decarboxylative C-H (Hetero)Arylation for the Synthesis of Arylheteroarenes and Unsymmetrical Biheteroaryls
Li, Yanrong
Qian, Fen
Wang, Mengshi
Lu, Hongjian
Li, Guigen
[J]. ORGANIC LETTERS, 2017, 19 (20) : 5589 - 5592
[35] Cobalt-Catalyzed Decarboxylative Methylation and Ethylation of Aliphatic N-(Acyloxy)phthalimides with Organoaluminum Reagents
Wang, Ze-Zhong
Wang, Guang-Zu
Zhao, Bin
Shang, Rui
Fu, Yao
[J]. SYNLETT, 2020, 31 (12) : 1221 - 1225
[36] Pd(II)-catalyzed decarboxylative acylation of phenylacetamides with α-oxocarboxylic acids via C-H bond activation
Park, Jihye
Kim, Minyoung
Sharma, Satyasheel
Park, Eonjeong
Kim, Aejin
Lee, Sang Hwi
Kwak, Jong Hwan
Jung, Young Hoon
Kim, In Su
[J]. CHEMICAL COMMUNICATIONS, 2013, 49 (16) : 1654 - 1656
[37] Pd-Catalyzed Decarboxylative Ortho-Aroylation of 2-Aryl-quinazolinone Comprising Intrinsic Directing Group with α-Oxocarboxylic Acids
Waghmare, Deepali S.
Tambe, Shrikant D.
Kshirsagar, Umesh A.
[J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (12) : 2095 - 2098
[38] Cu(II)-catalyzed decarboxylative acylation of acyl C-H of formamides with α-oxocarboxylic acids leading to α-ketoamides
Li, Dengke
Wang, Min
Liu, Jie
Zhao, Qiong
Wang, Lei
[J]. CHEMICAL COMMUNICATIONS, 2013, 49 (35) : 3640 - 3642
[39] Cobalt-Catalyzed Diastereo- and Enantioselective Hydroarylation of Cyclopropenes with Arylboronic Acids
Zhang, Jiwu
Wang, Lei
Chong, Qinglei
Meng, Fanke
[J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (03)
[40] Cobalt-Catalyzed Diastereo- and Enantioselective Hydroalkenylation of Cyclopropenes with Alkenylboronic Acids
Zhang, Haiyan
Huang, Wei
Wang, Tongtong
Meng, Fanke
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (32) : 11049 - 11053

← 1 2 3 4 5 →