Catalytic oxidations of alcohols to carbonyl compounds by oxygen under solvent-free and transition-metal-free conditions

被引：90

作者：

Herrerías, CI

Zhang, TY

Li, CJ

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada

[2] Eli Lilly & Co, Lilly Corp Ctr, Chem Prod R&D, Indianapolis, IN 46285 USA

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 01期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/j.tetlet.2005.10.123

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A green catalytic oxidation of alcohols to carbonyl compounds by oxygen was developed by using catalytic amounts of [bis(acetoxy)iodo]benzene/TEMPO/KNO2. In addition, the use of a catalytic amount of poly[4-(bis(acetoxy)iodo)]styrene led to yields (up to 99%) comparable to the non-supported hypervalent iodine reagent, while offering the advantage of an efficient recovery and the subsequent recycling of the hypervalent iodine reagent. (c) 2005 Elsevier Ltd. All rights reserved.

引用

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页码：13 / 17

页数：5

相关论文

共 41 条

[1]

Anastas P. T., 1998, GREEN CHEM THEORY PR

[2] The current status and future trends in oxidation chemistry [J].

Beller, M .

ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (2-3) :107-108

[3] Catalytic synthesis of aldehydes and ketones under mild conditions using TEMPO/Oxone [J].

Bolm, C ;

Magnus, AS ;

Hildebrand, JP .

ORGANIC LETTERS, 2000, 2 (08) :1173-1175

[4] PREPARATION STRUCTURE AND SOME PROPERTIES OF SULFOXIDE OF THIAXANTHONE [J].

CASTRILLON, JP ;

SZMANT, HH .

JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (04) :976-+

[5] A MECHANISTIC MODEL FOR THE SELECTIVE OXIDATION OF 1,4-DIOLS TO GAMMA-LACTOLS BY O-IODOXYBENZOIC ACID [J].

COREY, EJ ;

PALANI, A .

TETRAHEDRON LETTERS, 1995, 36 (44) :7945-7948

[6] Trichloroisocyanuric/TEMPO oxidation of alcohols under mild conditions: A close investigation [J].

De Luca, L ;

Giacomelli, G ;

Masala, S ;

Porcheddu, A .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (12) :4999-5001

[7] A versatile and highly selective hypervalent iodine (III)/2,2,6,6-tetramethyl-1-piperidinyloxyl-mediated oxidation of alcohols to carbonyl compounds [J].

DeMico, A ;

Margarita, R ;

Parlanti, L ;

Vescovi, A ;

Piancatelli, G .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) :6974-6977

[8]

deNooy AEJ, 1996, SYNTHESIS-STUTTGART, P1153

[9] READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) :4155-4156

[10] A user-friendly entry to 2-iodoxybenzoic acid (IBX) [J].

Frigerio, M ;

Santagostino, M ;

Sputore, S .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12) :4537-4538

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