Palladium-Catalyzed Tandem Diperoxidation/C-H Activation Resulting in Diperoxy-oxindole in Air

被引：53

作者：

An, Guanghui ^{[1
]}

Zhou, Wei ^{[1
]}

Zhang, Guangqian ^{[1
]}

Sun, Hao ^{[1
]}

Han, Jianlin ^{[1
]}

Pan, Yi ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat, Nanjing 210093, Peoples R China

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 20期

基金：

中国国家自然科学基金;

关键词：

ALPHA-ARYLATION; MECHANISM; LIGAND; GAMMA;

D O I：

10.1021/ol101664y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient and facile palladium-catalyzed tandem diperoxidation and C-H activation process was reported, which provides a new pathway for the synthesis of biologically active diperoxides as well as oxindole derivatives from readily available starting materials in excellent chemical yields

引用

页码：4482 / 4485

页数：4

共 33 条

[21] Synthesis of Oxindoles by Palladium-catalyzed C-H Bond Amidation [J].

Miura, Tomoya ;

Ito, Yoshiteru ;

Murakami, Masahiro .

CHEMISTRY LETTERS, 2009, 38 (04) :328-329

[22] Oxindole synthesis by direct C-H, Ar-H coupling [J].

Perry, Alexis ;

Taylor, Richard J. K. .

CHEMICAL COMMUNICATIONS, 2009, (22) :3249-3251

[23] Palladium-catalyzed three-component synthesis of 3-(diarylmethylene)oxindoles through a domino Sonagashira/carbopalladation/C-H activation/C-C bond-forming sequence [J].

Pinto, Artur ;

Neuville, Luc ;

Zhu, Jieping .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (18) :3291-3295

[24] Knowledge of the proposed chemical mechanism of action and cytochrome P450 metabolism of antimalarial trioxanes like artemisinin allows rational design of new antimalarial peroxides [J].

Posner, GH ;

O'Neill, PM .

ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (06) :397-404

[25] A REGIOSPECIFICALLY O-18 LABELED 1,2,4-TRIOXANE - A SIMPLE CHEMICAL-MODEL SYSTEM TO PROBE THE MECHANISM(S) FOR THE ANTIMALARIAL ACTIVITY OF ARTEMISININ (QINGHAOSU) [J].

POSNER, GH ;

OH, CH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (21) :8328-8329

[26]

Rahm F, 2004, HETEROCYCLES, V64, P523

[27]

SCHNEIDEI C, 2005, J AM CHEM SOC, V128, P720

[28] Palladium-catalyzed inter- and intramolecular α-arylation of amides.: Application of intramolecular amide arylation to the synthesis of oxindoles [J].

Shaughnessy, KH ;

Hamann, BC ;

Hartwig, JF .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (19) :6546-6553

[29] Oxindole synthesis by palladium-catalysed aromatic C-H alkenylation [J].

Ueda, Satoshi ;

Okada, Takahiro ;

Nagasawa, Hideko .

CHEMICAL COMMUNICATIONS, 2010, 46 (14) :2462-2464

[30] Synthesis of β-, γ-, and δ-Lactams via Pd(II)-Catalyzed C-H Activation Reactions [J].

Wasa, Masayuki ;

Yu, Jin-Quan .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (43) :14058-+

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