Iron-catalyzed aerobic oxidative functionalization of sp3 C-H bonds: a versatile strategy for the construction of N-heterocycles

被引：62

作者：

Chen, Xiuling ^{[1
]}

Chen, Tieqiao ^{[1
]}

Ji, Fangyan ^{[1
]}

Zhou, Yongbo ^{[1
]}

Yin, Shuang-Feng ^{[1
]}

机构：

[1] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410081, Hunan, Peoples R China

来源：

CATALYSIS SCIENCE & TECHNOLOGY | 2015年 / 5卷 / 04期

关键词：

EFFICIENT SYNTHESIS; PHENYLACETIC ACIDS; BENZYLIC OXIDATION; DECARBOXYLATION; OXYGENATION; ALKYLATION; METHYLENE; ARYLATION; KETONES; ETHERS;

D O I：

10.1039/c4cy01618a

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Iron-catalyzed aerobic oxidative functionalization of sp(3) C-H bonds has been developed for the construction of N-heterocycles from easily available carboxylic acid derivatives and o-substituted anilines. This transformation represents a widely applicable protocol to N-heterocycles using biofriendly iron as a catalyst in combination with molecular oxygen or air as the sole oxidant.

引用

页码：2197 / 2202

页数：6

共 58 条

[1] Aerobic Copper-Catalyzed Organic Reactions [J].

Allen, Scott E. ;

Walvoord, Ryan R. ;

Padilla-Salinas, Rosaura ;

Kozlowski, Marisa C. .

CHEMICAL REVIEWS, 2013, 113 (08) :6234-6458

[2] Synthesis, anti-inflammatory evaluation and docking studies of some new fluorinated fused quinazolines [J].

Balakumar, C. ;

Lamba, P. ;

Kishore, D. Pran ;

Narayana, B. Lakshmi ;

Rao, K. Venkat ;

Rajwinder, K. ;

Rao, A. Raghuram ;

Shireesha, B. ;

Narsaiah, B. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (11) :4904-4913

[3] Iron(III)-Catalyzed Intramolecular Friedel-Crafts Alkylation of Electron-Deficient Arenes with π-Activated Alcohols [J].

Bandini, Marco ;

Tragni, Michele ;

Umani-Ronchi, Achille .

ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (14-15) :2521-2524

[4] A Novel Iron-Catalyzed Decarboxylative Csp3-Csp2 Coupling of Proline Derivatives and Naphthol [J].

Bi, Hai-Peng ;

Chen, Wen-Wen ;

Liang, Yong-Min ;

Li, Chao-Jun .

ORGANIC LETTERS, 2009, 11 (15) :3246-3249

[5] Iron-catalyzed reactions in organic synthesis [J].

Bolm, C ;

Legros, J ;

Le Paih, J ;

Zani, L .

CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254

[6] The Aromatic Carbon-Carbon ipso-Substitution Reaction [J].

Bonesi, Sergio M. ;

Fagnoni, Maurizio .

CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (46) :13572-13589

[7] The sonogashira reaction:: A booming methodology in synthetic organic chemistry [J].

Chinchilla, Rafael ;

Najera, Carmen .

CHEMICAL REVIEWS, 2007, 107 (03) :874-922

[8] Synthesis of Aryl(di)azinyl Ketones through Copper- and Iron-catalyzed Oxidation of the Methylene Group of Aryl(di)azinylmethanes [J].

De Houwer, Johan ;

Tehrani, Kourosch Abbaspour ;

Maes, Bert U. W. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (11) :2745-2748

[9] Privileged structures: Applications in drug discovery [J].

DeSimone, RW ;

Currie, KS ;

Mitchell, SA ;

Darrow, JW ;

Pippin, DA .

COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2004, 7 (05) :473-493

[10] Iron-Catalyzed Carbonylation: Selective and Efficient Synthesis of Succinimides [J].

Driller, Katrin Marie ;

Klein, Holger ;

Jackstell, Ralf ;

Beller, Matthias .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (33) :6041-6044

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