Deoxygenation of Pyridine N-Oxides by Palladium-Catalysed Transfer Oxidation of Trialkylamines

被引：19

作者：

Fuentes, Jose A. ^{[1
]}

Clarke, Matthew L. ^{[1
]}

机构：

[1] Univ St Andrews, Sch Chem, EaSTCHEM, St Andrews KY16 9ST, Fife, Scotland

来源：

SYNLETT | 2008年 / 17期

关键词：

deoxygenation; homogeneous catalysis; palladium; pyridine N-oxides; ligand effects;

D O I：

10.1055/s-0028-1083508

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient and chemoselective method for deoxygenation of pyridine N-oxide derivatives by transfer oxidation of triethylamine-catalysed by [Pd(OAc)(2)]/dppf is described.

引用

页码：2579 / 2582

页数：4

共 27 条

[1] A novel efficient deoxygenation process for N-heteroarene N-oxides [J].

Bjorsvik, HR ;

Gambarotti, C ;

Jensen, VR ;

González, RR .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (08) :3218-3224

[2]

Boruah M, 2001, SYNLETT, P795

[3] A solution to the 2-pyridyl organometallic cross-coupling problem:: Regioselective catalytic direct arylation of pyridine N-oxides [J].

Campeau, LC ;

Rousseaux, S ;

Fagnou, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (51) :18020-18021

[4]

Chandrasekhar S, 2002, SYNLETT, P349

[5] Self-assembly of organocatalysts: Fine-tuning organocatalytic reactions [J].

Clarke, Matthew L. ;

Fuentes, Jose A. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (06) :930-933

[6] Pd-catalyzed cleavage of benzylic nitro bonds: New opportunities for asymmetric synthesis [J].

Fessard, Thomas C. ;

Motoyoshi, Hajime ;

Carreira, Erick M. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (12) :2078-2081

[7] A supramolecular approach to chiral ligand modification: coordination chemistry of a multifunctionalised tridentate amine-phosphine ligand [J].

Fuentes, Jose A. ;

Clarke, Matthew L. ;

Slawin, Alexandra M. Z. .

NEW JOURNAL OF CHEMISTRY, 2008, 32 (04) :689-693

[8] Mono-deoxygenation of nitroalkanes, nitrones, and heterocyclic N-oxides by hexamethyldisilane through 1,2-elimination:: Concept of "counterattack reagent" [J].

Hwu, JR ;

Tseng, WN ;

Patel, HV ;

Wong, FF ;

Horng, DN ;

Liaw, BR ;

Lin, LC .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (07) :2211-2218

[9] An indium mediated efficient chemoselective deoxygenation of N-oxides and nitrones [J].

Ilias, M ;

Barman, DC ;

Prajapati, D ;

Sandhu, JS .

TETRAHEDRON LETTERS, 2002, 43 (10) :1877-1879

[10] Use of polystyrene bound orthometalated Schiff base complexes of palladium (II) as catalysts for the dihydrogen reduction of nitroalkanes, nitriles and ketones [J].

Islam, SM ;

Palit, BK ;

Mukherjee, DK ;

Saha, CR .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 124 (01) :5-20

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