EFFICIENT REDUCTION OF AZIDES WITH SAMARIUM DIIODIDE

被引：45

作者：

GOULAOUICDUBOIS, C ^{[1
]}

HESSE, M ^{[1
]}

机构：

[1] UNIV ZURICH,INST ORGAN CHEM,CH-8057 ZURICH,SWITZERLAND

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 41期

关键词：

D O I：

10.1016/0040-4039(95)80003-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reduction of alkyl, aryl and aroyl azides to the parent primary amines or amides, respectively, occurs in good yield upon treatment with an excess of SmI2 in THF at room temperature. A radical mechanism is proposed.

引用

页码：7427 / 7430

页数：4

共 30 条

[1] ADACHI T, 1977, SYNTHESIS-STUTTGART, P45
[2] ENANTIOSELECTIVE HYDROGENATION OF THE C=N GROUP - A CATALYTIC ASYMMETRIC REDUCTIVE AMINATION PROCEDURE
BURK, MJ
FEASTER, JE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) : 6266 - 6267
[3] COREY EJ, 1975, SYNTHESIS-STUTTGART, P590
[4] CURRAN DP, 1992, SYNLETT, P943
[5] AMINOBOROHYDRIDES .4. THE SYNTHESIS AND CHARACTERIZATION OF LITHIUM AMINOBOROHYDRIDES - A NEW CLASS OF POWERFUL, SELECTIVE, AIR-STABLE REDUCING AGENTS
FISHER, GB
FULLER, JC
HARRISON, J
ALVAREZ, SG
BURKHARDT, ER
GORALSKI, CT
SINGARAM, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (21) : 6378 - 6385
[6] DIVALENT LANTHANIDE DERIVATIVES IN ORGANIC-SYNTHESIS .1. MILD PREPARATION OF SMI2 AND YBI2 AND THEIR USE AS REDUCING OR COUPLING AGENTS
GIRARD, P
NAMY, JL
KAGAN, HB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (08) : 2693 - 2698
[7] GOULAOUICDUBOIS C, 1995, IN PRESS J ORG CHEM
[8] KAGAN HB, 1990, NEW J CHEM, V14, P453
[9] CONTROLLED REDUCTION OF NITROALKANES TO ALKYL HYDROXYLAMINES OR AMINES BY SAMARIUM DIIODIDE
KENDE, AS
MENDOZA, JS
[J]. TETRAHEDRON LETTERS, 1991, 32 (14) : 1699 - 1702
[10] NOVEL RADICAL CYCLIZATIONS OF ALKYL AZIDES - A NEW ROUTE TO N-HETEROCYCLES
KIM, S
JOE, GH
DO, JY
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (12) : 5521 - 5522

← 1 2 3 →