Oxidative Cleavage of the Carbon-Carbon σ-Bond Using Reusable Copper on Iron

被引：35

作者：

Song, Ren-Jie ^{[1
,2
]}

Liu, Yu ^{[2
]}

Hu, Rui-Xiang ^{[2
]}

Liu, Yan-Yun ^{[2
]}

Wu, Ji-Cheng ^{[2
]}

Yang, Xu-Heng ^{[2
]}

Li, Jin-Heng ^{[1
]}

机构：

[1] Hunan Univ, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China

[2] Hunan Normal Univ, Key Lab Chem Biol & Tradit Chinese Med Res, Minist Educ, Changsha 410081, Hunan, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2011年 / 353卷 / 09期

关键词：

alpha-aminocarbonyl compounds; copper; formylamides; iron; oxidative cleavage; reusable catalysts; C-C BONDS; BETA-METHYL ELIMINATION; SELECTIVE SYNTHESIS; RING-CLEAVAGE; R-CN; OXYGEN; POLYMERIZATION; DERIVATIVES; ACTIVATION; COMPLEXES;

D O I：

10.1002/adsc.201100225

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient and resuble copper on iron catalyst has been prepared for the cleavage of the carbon-carbon sigma-bond in alpha-aminocarbonyl compounds leading to the corresponding formylamides and acids with a maximal TON of up to 51,000. It is noteworthy that the copper on iron catalyst can be easily separated from the reaction mixture, and retains its activity after several reuses.

引用

页码：1467 / 1473

页数：7

共 70 条

[11] Cu(II)-nitroxyl radicals as catalytic galactose oxidase mimics [J].

Dijksman, A ;

Arends, IWCE ;

Sheldon, RA .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (18) :3232-3237

[12] Copper(II)-catalysed aerobic oxidation of primary alcohols to aldehydes [J].

Gamez, P ;

Arends, IWCE ;

Reedijk, J ;

Sheldon, RA .

CHEMICAL COMMUNICATIONS, 2003, (19) :2414-2415

[13]

GOOSSEN LJ, 2000, ANGEW CHEM, V112, P1153

[14]

GOOSSEN LJ, 2000, ANGEW CHEM INT EDIT, V39, P1111

[15] Ag(I)-mediated formation of pyrophosphonate coupled with C-C bond cleavage of acetonitrile [J].

Guo, Li-Rong ;

Bao, Song-Song ;

Li, Yi-Zhi ;

Zheng, Li-Min .

CHEMICAL COMMUNICATIONS, 2009, (20) :2893-2895

[16] COMPETITIVE CHAIN TRANSFER BY BETA-HYDROGEN AND BETA-METHYL ELIMINATION FOR THE MODEL ZIEGLER-NATTA OLEFIN POLYMERIZATION SYSTEM [ME2SI(ETA(5)-C5ME4)2]SC(CH2CH(CH3)2)(PME3) [J].

HAJELA, S ;

BERCAW, JE .

ORGANOMETALLICS, 1994, 13 (04) :1147-1154

[17] STRUCTURE AND REACTIONS OF OXAMETALLACYCLOBUTANES AND OXAMETALLACYCLOBUTENES OF RUTHENIUM [J].

HARTWIG, JF ;

BERGMAN, RG ;

ANDERSEN, RA .

ORGANOMETALLICS, 1991, 10 (09) :3344-3362

[18] Copper Catalyzed Arylation/C-C Bond Activation: An Approach toward α-Aryl Ketones [J].

He, Chuan ;

Guo, Sheng ;

Huang, Li ;

Lei, Aiwen .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (24) :8273-+

[19] Direct observation of beta-methyl elimination in cationic neopentyl complexes: Ligand effects on the reversible elimination of isobutene [J].

Horton, AD .

ORGANOMETALLICS, 1996, 15 (12) :2675-2677

[20] Poly(1,4:2,2-butanetetrayl). A novel polyspirane via metallocenium-catalyzed ring-opening zipping-up polymerization of methylenecyclopropane [J].

Jia, L ;

Yang, XM ;

Yang, ST ;

Marks, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (06) :1547-1548

← 1 2 3 4 5 6 7 →