Iodine(V) reagents in organic synthesis. Dess-Martin periodinane mediated efficient one-pot oxidation of aldehydes to acyl azides

被引：47

作者：

Bose, DS ^{[1
]}

Reddy, AVN ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem 3, Fine Chem Lab, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 17期

关键词：

aldehydes; Dess-Martin periodinane; acyl azides; oxidation;

D O I：

10.1016/S0040-4039(03)00623-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild, efficient and general method for the one-step preparation of acyl azides from aldehydes using Dess-Martin periodinane and sodium azide is described. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3543 / 3545

页数：3

共 26 条

[1] Synthesis of acyl azides from carboxylic acids using cyanuric chloride [J].

Bandgar, BP ;

Pandit, SS .

TETRAHEDRON LETTERS, 2002, 43 (18) :3413-3414

[2] Reagents for organic synthesis: Use of organostannyl oxides as catalytic neutral agents in the preparation of nitriles from primary amides under microwave irradiation [J].

Bose, DS ;

Jayalakshmi, B .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1713-1714

[3]

Bose DS, 2002, TETRAHEDRON LETT, V43, P9195

[4]

CHRYSSOSTOMOS C, 1999, CHEM REV, V99, P1991

[5] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) :7277-7287

[6] 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

[7] OXIDATION OF ALDEHYDES TO ACYL AZIDES USING TRIAZIDOCHLOROSILANE (TACS)-ACTIVE MANGANESE-DIOXIDE REAGENT [J].

ELMORSY, SS .

TETRAHEDRON LETTERS, 1995, 36 (08) :1341-1342

[8]

FROEYEN P, 1994, PHOSPHORUS SULFUR, V89, P57, DOI DOI 10.1080/10426509408020432

[9]

Grundmann C., 1965, METHODEN ORGANISCHEN, V10, P777

[10] A mild and efficient method for the preparation of acyl azides from carboxylic acids using triphosgene [J].

Gumaste, VK ;

Bhawal, BM ;

Deshmukh, ARAS .

TETRAHEDRON LETTERS, 2002, 43 (07) :1345-1346

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