Copper-catalyzed aerobic oxidation of alcohols under fluorous biphasic conditions

被引：192

作者：

Betzemeier, B

Cavazzini, M

Quici, S

Knochel, P

机构：

[1] Univ Munich, Inst Organ Chem, D-81377 Munich, Germany

[2] CNR, Ctr Sintesi & Stereochim Specali Sistemi Organ, I-20133 Milan, Italy

[3] CNR, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 22期

关键词：

bipyridine; copper; fluorous phase; oxidation; TEMPO;

D O I：

10.1016/S0040-4039(00)00620-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalytic amount of perfluoroalkyl substituted bipyridine 1 (2 mol%), CuBr . Me2S (2 mol%) and TEMPO (3.5 mol%) allow the oxidation of various alcohols to aldehydes and ketones in a fluorous biphasic system of chlorobenzene and perfluorooctane directly with oxygen. The catalyst can be used for several reaction runs without a loss of reactivity. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4343 / 4346

页数：4

共 21 条

[1] Betzemeier B, 1999, TOP CURR CHEM, V206, P61
[2] Betzemeier B, 1999, SYNLETT, P489
[3] Fluorous biphase systems - The new phase-separation and immobilization technique
Cornils, B
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (19): : 2057 - 2059
[4] Fluorous phase separation techniques in catalysis
de Wolf, E
van Koten, G
Deelman, BJ
[J]. CHEMICAL SOCIETY REVIEWS, 1999, 28 (01) : 37 - 41
[5] Efficient ruthenium-TEMPO-catalysed aerobic oxidation of aliphatic alcohols into aldehydes and ketones
Dijksman, A
Arends, IWCE
Sheldon, RA
[J]. CHEMICAL COMMUNICATIONS, 1999, (16) : 1591 - 1592
[6] Fluorous biphasic singlet oxygenation with a perfluoroalkylated photosensitizer
DiMagno, SG
Dussault, PH
Schultz, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (22) : 5312 - 5313
[7] Fish RH, 1999, CHEM-EUR J, V5, P1677, DOI 10.1002/(SICI)1521-3765(19990604)5:6<1677::AID-CHEM1677>3.3.CO
[8] 2-O
[9] FACILE CATALYST SEPARATION WITHOUT WATER - FLUOROUS BIPHASE HYDROFORMYLATION OF OLEFINS
HORVATH, IT
RABAI, J
[J]. SCIENCE, 1994, 266 (5182) : 72 - 75
[10] Fluorous biphase chemistry
Horváth, IT
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (10) : 641 - 650

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