A general and convenient route to oxazolyl ligands

被引：22

作者：

Aspinall, Helen C. ^{[1
]}

Beckingham, Oliver ^{[1
]}

Farrar, Michael D. ^{[1
]}

Greeves, Nicholas ^{[1
]}

Thomas, Christopher D. ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 40期

基金：

英国工程与自然科学研究理事会;

关键词：

Oxazolyl ligand; Oxazoline; Chiral ligand; Oxazolyl phenol; SELECTIVE REACTIONS; COMPLEXES; ALDEHYDES; PHENOLS; ZN(HPB)(2); CONVERSION;

D O I：

10.1016/j.tetlet.2011.07.070

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A diverse range of chiral and achiral oxazolyl ligands, which have many applications including catalysis and luminescent devices, are synthesized simply in three steps from readily available and inexpensive phenol and amino alcohol starting materials. The method can be applied to ligands with electron-donating/-withdrawing and sterically demanding/undemanding substituents, and can conveniently be scaled up to >25 g of product. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：5120 / 5123

页数：4

共 27 条

[1] Mechanism of Catalytic Cyclohydroamination by Zirconium Salicyloxazoline Complexes [J].

Allan, Laura E. N. ;

Clarkson, Guy J. ;

Fox, David J. ;

Gott, Andrew L. ;

Scott, Peter .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (43) :15308-15320

[2] Synthesis of enantiomerically pure bicyclo[4.2.0] octanes by Cu-catalyzed [2+2] photocycloaddition and enantiotopos-differentiating ring opening [J].

Braun, Ingbert ;

Rudroff, Florian ;

Mihovilovic, Marko D. ;

Bach, Thorsten .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (33) :5541-5543

[3] SELECTIVE REACTIONS BETWEEN PHENOLS AND FORMALDEHYDE - A NOVEL ROUTE TO SALICYLALDEHYDES [J].

CASIRAGHI, G ;

CASNATI, G ;

PUGLIA, G ;

SARTORI, G ;

TERENGHI, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (09) :1862-1865

[4] SELECTIVE REACTIONS USING METAL PHENOXIDES .1. REACTIONS WITH FORMALDEHYDE [J].

CASIRAGHI, G ;

CASNATI, G ;

CORNIA, M ;

POCHINI, A ;

PUGLIA, G ;

SARTORI, G ;

UNGARO, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (04) :318-321

[5] A Facile One-Pot Conversion of Aldehydes into Nitriles [J].

Chill, Samuel T. ;

Mebane, Robert C. .

SYNTHETIC COMMUNICATIONS, 2009, 39 (20) :3601-3606

[6] Catalysis by cationic oxorhenium(v): hydrolysis and alcoholysis of organic silanes [J].

Corbin, Rex A. ;

Ison, Elon A. ;

Abu-Omar, Mahdi M. .

DALTON TRANSACTIONS, 2009, (15) :2850-2855

[7] Synthesis and characterization of thienyl oligomeric, carbene, and nitrogen-donor complexes of gold(I) [J].

Desmet, M ;

Raubenheimer, HG ;

Kruger, GJ .

ORGANOMETALLICS, 1997, 16 (15) :3324-3332

[8] CYANATION OF AROMATIC HALIDES [J].

ELLIS, GP ;

ROMNEYALEXANDER, TM .

CHEMICAL REVIEWS, 1987, 87 (04) :779-794

[9] The Synthesis of New HetPHOX Ligands and Their Application to the Intermolecular Asymmetric Heck Reaction [J].

Fitzpatrick, Martin O. ;

Muller-Bunz, Helge ;

Guiry, Patrick J. .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (12) :1889-1895

[10] ENANTIOSELECTIVE PALLADIUM CATALYZED ALLYLIC SUBSTITUTION WITH THIENYL OXAZOLINE LIGANDS [J].

FROST, CG ;

WILLIAMS, JMJ .

TETRAHEDRON LETTERS, 1993, 34 (12) :2015-2018

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