Pd-catalyzed oxidative cross-coupling of N-tosylhydrazones with arylboronic acids

被引：134

作者：

Zhao, Xia ^{[1
,2
]}

Jing, Jing ^{[1
,2
]}

Lu, Kui ^{[1
,2
]}

Zhang, Yan ^{[1
,2
]}

Wang, Jianbo ^{[1
,2
,3
]}

机构：

[1] Peking Univ, BNLMS, Beijing 100871, Peoples R China

[2] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Coll Chem, Beijing 100871, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 10期

关键词：

PALLADIUM CARBENE COMPLEXES; INSERTION REACTIONS; VINYL HALIDES; BASE-FREE; DIAZOESTERS; ELIMINATION; EFFICIENT; REAGENTS; ALKYNES;

D O I：

10.1039/b925590g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Pd-catalyzed reaction of N-tosylhydrazones and arylboronic acids provides olefin derivatives. This oxidative cross-coupling is suggested to proceed through a migratory insertion process of a Pd carbene intermediate.

引用

页码：1724 / 1726

页数：3

共 38 条

[1] Formation of a vinyliminium palladium complex by C-C coupling in vinylcarbene palladium aryl complexes
Albéniz, AC
Espinet, P
Pérez-Mateo, A
Nova, A
Ujaque, G
[J]. ORGANOMETALLICS, 2006, 25 (05) : 1293 - 1297
[2] Aryl palladium carbene complexes and carbene-aryl coupling reactions
Albéniz, AC
Espinet, P
Manrique, R
Pérez-Mateo, A
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (05) : 1565 - 1573
[3] Albéniz AC, 2002, ANGEW CHEM INT EDIT, V41, P2363, DOI 10.1002/1521-3773(20020703)41:13<2363::AID-ANIE2363>3.0.CO
[4] 2-9
[5] Pd-catalyzed cross-coupling reactions with carbonyls:: Application in a very efficient synthesis of 4-aryltetrahydropyridines
Barluenga, Jose
Tomas-Gamasa, Maria
Moriel, Patricia
Amar, Fernando
Valdes, Carlos
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (16) : 4792 - 4795
[6] N-tosylhydrazones as reagents for cross-coupling reactions:: A route to polysubstituted olefins
Barluenga, José
Moriel, Patricia
Valdes, Carlos
Aznar, Fernando
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (29) : 5587 - 5590
[7] The first PdII complex of a non-heteroatom stabilised carbene ligand
Bröring, M
Brandt, CD
Stellwag, S
[J]. CHEMICAL COMMUNICATIONS, 2003, (18) : 2344 - 2345
[8] Palladium-catalyzed reaction of allyl halides with α-diazocarbonyl compounds
Chen, Shufeng
Wang, Jianbo
[J]. CHEMICAL COMMUNICATIONS, 2008, (35) : 4198 - 4200
[9] AN EXPERIMENTAL AND COMPUTATIONAL STUDY OF THE FORMATION OF (PI-ALLYL)PALLADIUM COMPLEXES FROM OLEFINS AND PALLADIUM(II) SALTS
CHRISOPE, DR
BEAK, P
SAUNDERS, WH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (01) : 230 - 238
[10] CHRISTIAN A, 2008, EUR J ORG CHEM, P4567

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