A one-pot oxidation-imine formation-reduction route from alcohols to amines using manganese dioxide-sodium borohydride: the synthesis of naftifine

被引：35

作者：

Kanno, H ^{[1
]}

Taylor, RJK ^{[1
]}

机构：

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(02)01722-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new procedure for the one-pot conversion of alcohols into amines is described which utilises manganese dioxide in the presence of sodium borohydride; the scope of this process is outlined, as is its application to the preparation of the topical antifungal agent, naftifine. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：7337 / 7340

页数：4

共 13 条

[1] In situ oxidation-imine formation-reduction routes from alcohols to amines
Blackburn, L
Taylor, RJK
[J]. ORGANIC LETTERS, 2001, 3 (11) : 1637 - 1639
[2] Foot JS, 2002, SYNLETT, P1293
[3] Gasparik V, 2002, SYNLETT, P528
[4] GIBSON HW, 1977, J CHEM SOC CHEM COMM, P815
[5] REDUCTIVE METHYLATION OF PRIMARY AND SECONDARY-AMINES USING FORMALDEHYDE AND SALTS OF PHOSPHORUS-ACID
LOIBNER, H
PRUCKNER, A
STUTZ, A
[J]. TETRAHEDRON LETTERS, 1984, 25 (24) : 2535 - 2536
[6] NAFTIFINE - A REVIEW OF ITS ANTIMICROBIAL ACTIVITY AND THERAPEUTIC USE IN SUPERFICIAL DERMATOMYCOSES
MONK, JP
BROGDEN, RN
[J]. DRUGS, 1991, 42 (04) : 659 - 672
[7] RUTHENIUM CATALYZED SYNTHESIS OF SECONDARY OR TERTIARY-AMINES FROM AMINES AND ALCOHOLS
MURAHASHI, S
KONDO, K
HAKATA, T
[J]. TETRAHEDRON LETTERS, 1982, 23 (02) : 229 - 232
[8] ELECTROLYTIC N-ALKYLATION OF AMINES WITH ALCOHOLS
OHTANI, B
NAKAGAWA, K
NISHIMOTO, S
KAGIYA, T
[J]. CHEMISTRY LETTERS, 1986, (11) : 1917 - 1920
[9] THE BORONIC ACID MANNICH REACTION - A NEW METHOD FOR THE SYNTHESIS OF GEOMETRICALLY PURE ALLYLAMINES
PETASIS, NA
AKRITOPOULOU, I
[J]. TETRAHEDRON LETTERS, 1993, 34 (04) : 583 - 586
[10] STUTZ A, 1986, J MED CHEM, V29, P112, DOI 10.1021/jm00151a019

← 1 2 →