Pd(OAc)2-catalyzed oxidation of alcohols to aldehydes and ketones by molecular oxygen

被引：222

作者：

Nishimura, T ^{[1
]}

Onoue, T ^{[1
]}

Ohe, K ^{[1
]}

Uemura, S ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Sakyo Ku, Kyoto 6068501, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(98)01235-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel combination of Pd(OAc)(2)/pyridine/MS3A catalyzes the aerobic oxidation of various benzylic alcohols into corresponding aldehydes and ketones in good yield. Primary and secondary aliphatic alcohols also are smoothly oxidized to aldehydes and ketones, respectively, under the same conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：6011 / 6014

页数：4

共 24 条

[1] HOMOGENEOUS CATALYTIC-OXIDATION OF SECONDARY ALCOHOLS TO KETONES BY MOLECULAR-OXYGEN UNDER MILD CONDITIONS [J].

BLACKBURN, TF ;

SCHWARTZ, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (05) :157-158

[2] FORMATION OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS BY PALLADIUM-CATALYZED OXIDATION OF ALLYLIC ALCOHOLS [J].

GOMEZBENGOA, E ;

NOHEDA, P ;

ECHAVARREN, AM .

TETRAHEDRON LETTERS, 1994, 35 (38) :7097-7098

[3] COMPETITIVE OXIDATION OF ALCOHOLS IN AQUEOUS-PHASE USING PD/C CATALYST [J].

HRONEC, M ;

CVENGROSOVA, Z ;

KIZLINK, J .

JOURNAL OF MOLECULAR CATALYSIS, 1993, 83 (1-2) :75-82

[4]

Hudlucky M., 1990, ACS MONOGRAPH

[5] Heterogeneous oxidation of allylic and benzylic alcohols catalyzed by Ru-Al-Mg hydrotalcites in the presence of molecular oxygen [J].

Kaneda, K ;

Yamashita, T ;

Matsushita, T ;

Ebitani, K .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (06) :1750-1751

[6] Highly selective oxidation of allylic alcohols to alpha,beta-unsaturated aldehydes using Pd cluster catalysts in the presence of molecular oxygen [J].

Kaneda, K ;

Fujii, M ;

Morioka, K .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) :4502-4503

[7] Catalysis of giant palladium cluster complexes.: Highly selective oxidations of primary allylic alcohols to α,β-unsaturated aldehydes in the presence of molecular oxygen [J].

Kaneda, K ;

Fujie, Y ;

Ebitani, K .

TETRAHEDRON LETTERS, 1997, 38 (52) :9023-9026

[8] Bis(acetato-O)bis(pyridine-N)palladium(II) monohydrate and Bis(acetato-O)bis(diethylamine-N)palladium(II) [J].

Kravtsova, SV ;

Romm, IP ;

Stash, AI ;

Belsky, VK .

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1996, 52 :2201-2204

[9]

Ley S. V., 1991, COMPREHENSIVE ORGANI, V7, P251, DOI DOI 10.1016/B978-0-08-052349-1.09002-8

[10] HOMOGENEOUS OXIDATIONS OF ALCOHOLS WITH PALLADIUM(2) SALTS [J].

LLOYD, WG .

JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (09) :2816-&

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