One-pot synthesis of substituted catechols from the corresponding phenols

被引：55

作者：

Hansen, TV

Skattebol, L

机构：

[1] Univ Oslo, Dept Chem, Sch Pharm, N-0316 Oslo, Norway

[2] Univ Oslo, Dept Chem, N-0315 Oslo, Norway

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 19期

关键词：

ortho-formylation of phenols; Dakin reaction; substituted catechols;

D O I：

10.1016/j.tetlet.2005.03.082

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pheriols are converted to salicylaldehydes with paraformaldehyde, MgCl2-Et3N in THF, and when subsequently treated with aqueous NaOH and H2O2 afford the corresponding catechols. The sequence is conveniently carried out as a one-pot procedure. (c) 2005 Elsevier Ltd. All rights reserved.

引用

收藏

页码：3357 / 3358

页数：2

相关论文

共 13 条

[1] 3-PHENYLCATECHOL AND RELATED SUBSTANCES [J].

ALLEN, CFH ;

VANALLAN, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1949, 14 (05) :798-801

[2]

[Anonymous], 1957, ORGANIC REACTIONS

[3] Direct biooxidation of arenes to corresponding catechols with E-coli JM109 (pDTG602).: Application to synthesis of combretastatins A-1 and B-1 [J].

Bui, VP ;

Hudlicky, T ;

Hansen, TV ;

Stenstrom, Y .

TETRAHEDRON LETTERS, 2002, 43 (15) :2839-2841

[4] Direct biocatalytic synthesis of functionalized catechols: a green alternative to traditional methods with high effective mass yield [J].

Bui, VP ;

Hansen, TV ;

Stenstrom, Y ;

Hudlicky, T .

GREEN CHEMISTRY, 2000, 2 (06) :263-265

[5] Medium-scale preparation of useful metabolites of aromatic compounds via whole-cell fermentation with recombinant organisms [J].

Endoma, MA ;

Bui, VP ;

Hansen, J ;

Hudlicky, T .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2002, 6 (04) :525-532

[6]

HANSEN TV, 2005, IN PRESS TETRAHEDRON, V46

[7] Convenient method for the ortho-formylation of phenols [J].

Hofslokken, NU ;

Skattebol, L .

ACTA CHEMICA SCANDINAVICA, 1999, 53 (04) :258-262

[8]

HUE R, 1970, B SOC CHIM FR, P3617

[9] SYNTHESIS OF 5,6-METHYLENEDIOXY-1-TETRALONE - AN ARYL GRIGNARD APPROACH FROM GUAIACOL [J].

KLIX, RC ;

CAIN, MH ;

BHATIA, AV .

TETRAHEDRON LETTERS, 1995, 36 (36) :6413-6414

[10]

LORRAINE MD, 1990, ORG PREP P INT, V22, P495