A simple one-pot procedure for the direct conversion of alcohols to azides via phosphate activation

被引：37

作者：

Yu, CZ ^{[1
]}

Liu, B ^{[1
]}

Hu, LQ ^{[1
]}

机构：

[1] Rutgers State Univ, Coll Pharm, Dept Pharmaceut Chem, Piscataway, NJ 08854 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 13期

关键词：

D O I：

10.1021/ol0060376

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot procedure was developed to prepare efficiently alkyl azides from alkanols using bis(2,4-dichlorophenyl) phosphate activation, 4-(Dimethylamino)pyridine was used as a base, and phosphorylpyridinium azide is believed to be the activating agent under this condition.

引用

页码：1959 / 1961

页数：3

共 11 条

[1]

Fleming I., 1991, COMPREHENSIVE ORGANI, VVI, P76

[2] Pyridinolysis of phenyl-substituted phenyl chlorophosphates in acetonitrile [J].

Guha, AK ;

Lee, HW ;

Lee, I .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (01) :12-15

[3]

HANESSIAN S, 1997, PREPARATIVE CARBOHYD, P90

[4]

Hughes D. L., 1992, ORG REACTIONS, V42, P358

[5]

LAL B, 1977, TETRAHEDRON LETT, P1976

[6] REACTIONS WITH ORGANOPHOSPHORUS COMPOUNDS .42. REACTIONS WITH HELP OF TRIPHENYLPHOSPHANE-AZODICARBOXYLATES [J].

LOIBNER, H ;

ZBIRAL, E .

HELVETICA CHIMICA ACTA, 1977, 60 (02) :417-425

[7] STEREOSPECIFIC AND STEREOSELECTIVE REACTIONS .1. PREPARATION OF AMINES FROM ALCOHOLS [J].

MITSUNOB.O ;

WADA, M ;

SANO, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (02) :679-&

[8]

SHIOIRI T, 1990, ORG SYNTH COLL, V7, P206

[9]

THATCHER GRJ, 1989, ADV PHYS ORG CHEM, V25, P99

[10] DIRECT CONVERSION OF ACTIVATED ALCOHOLS TO AZIDES USING DIPHENYL PHOSPHORAZIDATE - A PRACTICAL ALTERNATIVE TO MITSUNOBU CONDITIONS [J].

THOMPSON, AS ;

HUMPHREY, GR ;

DEMARCO, AM ;

MATHRE, DJ ;

GRABOWSKI, EJJ .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (22) :5886-5888

← 1 2 →