共 45 条
Synthesis of Imidazoles and Oxazoles via a Palladium-Catalyzed Decarboxylative Addition/Cyclization Reaction Sequence of Aromatic Carboxylic Acids with Functionalized Aliphatic Nitriles
被引:20
作者:

Dai, Ling
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机构:
Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Yu, Shuling
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h-index: 0
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Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Lv, Ningning
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Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Ye, Xuanzeng
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h-index: 0
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Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Shao, Yinlin
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Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Chen, Zhongyan
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Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Chen, Jiuxi
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Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
机构:
[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
关键词:
C-H ACTIVATION;
COUPLING REACTIONS;
BENZOIC-ACIDS;
ARYLATION;
STRATEGY;
PALLADATION;
ACCESS;
ARENES;
D O I:
10.1021/acs.orglett.1c01762
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
We herein report an efficient approach for the assembly of multiply substituted imidazoles and oxazoles in a single-step manner. These transformations are based on a decarboxylation addition and annulation of readily accessible aromatic carboxylic acids and aliphatic nitriles and exhibit good functional group compatibility and a high step economy. The reaction is scalable, and asprepared products could be transformed into practical skeletons. Importantly, the late-stage derivatization of Momelotinib highlights the potential utility of this methodology.
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收藏
页码:5664 / 5668
页数:5
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共 45 条
[1]
Highly selective synthesis of 4(5)-aryl-, 2,4(5)-diaryl-, and 4,5-diaryl-1H-imidazoles via Pd-catalyzed direct C-5 arylation of 1-benzyl-1H-imidazole
[J].
Bellina, Fabio
;
Cauteruccio, Silvia
;
Di Fiore, Annarita
;
Marchetti, Chiara
;
Rossi, Renzo
.
TETRAHEDRON,
2008, 64 (26)
:6060-6072

Bellina, Fabio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy

Cauteruccio, Silvia
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy

Di Fiore, Annarita
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy

Marchetti, Chiara
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy

Rossi, Renzo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
[2]
Synthesis of Aryl Ethers from Benzoates through Carboxylate-Directed C-H-Activating Alkoxylation with Concomitant Protodecarboxylation
[J].
Bhadra, Sukalyan
;
Dzik, Wojciech I.
;
Goossen, Lukas J.
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2013, 52 (10)
:2959-2962

Bhadra, Sukalyan
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Kaiserslautern, FB Chem Organ Chem, D-67663 Kaiserslautern, Germany Tech Univ Kaiserslautern, FB Chem Organ Chem, D-67663 Kaiserslautern, Germany

Dzik, Wojciech I.
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Kaiserslautern, FB Chem Organ Chem, D-67663 Kaiserslautern, Germany Tech Univ Kaiserslautern, FB Chem Organ Chem, D-67663 Kaiserslautern, Germany

Goossen, Lukas J.
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Kaiserslautern, FB Chem Organ Chem, D-67663 Kaiserslautern, Germany Tech Univ Kaiserslautern, FB Chem Organ Chem, D-67663 Kaiserslautern, Germany
[3]
Base-Mediated Syntheses of Di- and Trisubstituted Imidazoles from Amidine Hydrochlorides and Bromoacetylenes
[J].
Chen, Xiao Yun
;
Englert, Ulli
;
Bolm, Carsten
.
CHEMISTRY-A EUROPEAN JOURNAL,
2015, 21 (38)
:13221-13224

Chen, Xiao Yun
论文数: 0 引用数: 0
h-index: 0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

Englert, Ulli
论文数: 0 引用数: 0
h-index: 0
机构:
Rhein Westfal TH Aachen, Inst Anorgan Chem, D-52074 Aachen, Germany Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

Bolm, Carsten
论文数: 0 引用数: 0
h-index: 0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
[4]
PRODUCTS AND KINETICS OF DECARBOXYLATION OF ACTIVATED AND UNACTIVATED AROMATIC CUPROUS CARBOXYLATES IN PYRIDINE AND IN QUINOLINE
[J].
COHEN, T
;
BERNINGER, RW
;
WOOD, JT
.
JOURNAL OF ORGANIC CHEMISTRY,
1978, 43 (05)
:837-848

COHEN, T
论文数: 0 引用数: 0
h-index: 0

BERNINGER, RW
论文数: 0 引用数: 0
h-index: 0

WOOD, JT
论文数: 0 引用数: 0
h-index: 0
[5]
Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids
[J].
Dai, Jian-Jun
;
Liu, Jing-Hui
;
Luo, Dong-Fen
;
Liu, Lei
.
CHEMICAL COMMUNICATIONS,
2011, 47 (02)
:677-679

Dai, Jian-Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China

Liu, Jing-Hui
论文数: 0 引用数: 0
h-index: 0
机构:
Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China

Luo, Dong-Fen
论文数: 0 引用数: 0
h-index: 0
机构:
Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China

Liu, Lei
论文数: 0 引用数: 0
h-index: 0
机构:
Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China
[6]
Palladium-catalyzed C-H activation of simple arenes and cascade reaction with nitriles: access to 2,4,5-trisubstituted oxazoles
[J].
Dai, Ling
;
Yu, Shuling
;
Shao, Yinlin
;
Li, Renhao
;
Chen, Zhongyan
;
Lv, Ningning
;
Chen, Jiuxi
.
CHEMICAL COMMUNICATIONS,
2021, 57 (11)
:1376-1379

Dai, Ling
论文数: 0 引用数: 0
h-index: 0
机构:
Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Yu, Shuling
论文数: 0 引用数: 0
h-index: 0
机构:
Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Shao, Yinlin
论文数: 0 引用数: 0
h-index: 0
机构:
Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Li, Renhao
论文数: 0 引用数: 0
h-index: 0
机构:
Wenzhou Med Univ, Sch Pharmaceut Sci, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Chen, Zhongyan
论文数: 0 引用数: 0
h-index: 0
机构:
Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Lv, Ningning
论文数: 0 引用数: 0
h-index: 0
机构:
Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

Chen, Jiuxi
论文数: 0 引用数: 0
h-index: 0
机构:
Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
[7]
Recent Advances in External-Directing-Group-Free C-H Functionalization of Carboxylic Acids without Decarboxylation
[J].
Das, Jayabrata
;
Mal, Dibya Kanti
;
Maji, Suman
;
Maiti, Debabrata
.
ACS CATALYSIS,
2021, 11 (07)
:4205-4229

Das, Jayabrata
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India

Mal, Dibya Kanti
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India

Maji, Suman
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India

Maiti, Debabrata
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India
[8]
Mild Aromatic Palladium-Catalyzed Protodecarboxylation: Kinetic Assessment of the Decarboxylative Palladation and the Protodepalladation Steps
[J].
Dickstein, Joshua S.
;
Curto, John M.
;
Gutierrez, Osvaldo
;
Mulrooney, Carol A.
;
Kozlowski, Marisa C.
.
JOURNAL OF ORGANIC CHEMISTRY,
2013, 78 (10)
:4744-4761

Dickstein, Joshua S.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

Curto, John M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

Gutierrez, Osvaldo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

Mulrooney, Carol A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

Kozlowski, Marisa C.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA
[9]
Nickel-Catalyzed Construction of 2,4-Disubstituted Imidazoles via C-C Coupling and C-N Condensation Cascade Reactions
[J].
Fang, Shengyang
;
Yu, Haihua
;
Yang, Xicheng
;
Li, Jianqi
;
Shao, Liming
.
ADVANCED SYNTHESIS & CATALYSIS,
2019, 361 (14)
:3312-3317

Fang, Shengyang
论文数: 0 引用数: 0
h-index: 0
机构:
Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China

Yu, Haihua
论文数: 0 引用数: 0
h-index: 0
机构:
Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
Suzhou Precis Imaging Technol Co Ltd, Jiangsu Adv Mat Ind Pk,18 Fuyu Rd, Changshu 215522, Jiangsu, Peoples R China Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China

Yang, Xicheng
论文数: 0 引用数: 0
h-index: 0
机构:
Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China

Li, Jianqi
论文数: 0 引用数: 0
h-index: 0
机构:
China State Inst Pharmaceut Ind, Shanghai Inst Pharmaceut Ind, Novel Technol Ctr Pharmaceut Chem, 285 Gebaini Rd, Shanghai 201203, Peoples R China Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China

Shao, Liming
论文数: 0 引用数: 0
h-index: 0
机构:
Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
Fudan Univ, State Key Lab Med Neurobiol, 138 Yixueyuan Rd, Shanghai 200032, Peoples R China Fudan Univ, Sch Pharm, 826 Zhangheng Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
[10]
Corboxylic acids as substrates in homogeneous catalysts
[J].
Goossen, Lukas J.
;
Rodriguez, Nuria
;
Goossen, Kathe
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2008, 47 (17)
:3100-3120

Goossen, Lukas J.
论文数: 0 引用数: 0
h-index: 0
机构:
TU Kaiserslautern, FB Chemie Organ Chem, D-67663 Kaiserslautern, Germany TU Kaiserslautern, FB Chemie Organ Chem, D-67663 Kaiserslautern, Germany

Rodriguez, Nuria
论文数: 0 引用数: 0
h-index: 0
机构:
TU Kaiserslautern, FB Chemie Organ Chem, D-67663 Kaiserslautern, Germany TU Kaiserslautern, FB Chemie Organ Chem, D-67663 Kaiserslautern, Germany

Goossen, Kathe
论文数: 0 引用数: 0
h-index: 0
机构:
Bayer HealthCare, Strateg Planning Pharma, D-13353 Berlin, Germany TU Kaiserslautern, FB Chemie Organ Chem, D-67663 Kaiserslautern, Germany