Electrochemical oxidation of benzylic amines into the corresponding imines in the presence of catalytic amounts of KI

被引：15

作者：

Okimoto, M ^{[1
]}

Takahashi, Y ^{[1
]}

Numata, K ^{[1
]}

Nagata, Y ^{[1
]}

Sasaki, G ^{[1
]}

机构：

[1] Kitami Inst Technol, Dept Appl & Environm Chem, Kitami, Hokkaido 0908507, Japan

来源：

SYNTHETIC COMMUNICATIONS | 2005年 / 35卷 / 15期

关键词：

amine; dehydrogenation; electrochemical oxidation; imine; iodine ion;

D O I：

10.1081/SCC-200066648

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of various benzylic amines using an indirect electrochemical method was successfully carried out under very mild conditions to afford the corresponding imines in good yields. Our results show that, for this electrolytic system, the iodide ions play an important role as electron carriers.

引用

页码：1989 / 1995

页数：7

共 27 条

[1] Aoyama T, 1998, SYNLETT, P35
[2] THE TRANSFORMATION OF INDOLINES INTO INDOLES AND OTHER RELATED REACTIONS
BARTON, DHR
LUSINCHI, X
MILLIET, P
[J]. TETRAHEDRON LETTERS, 1982, 23 (47) : 4949 - 4952
[3] STUDIES ON THE REACTION OF PRIMARY AND SECONDARY-AMINES WITH PHENYLSELENINIC ANHYDRIDE AND WITH PHENYLSELENINIC ACID
BARTON, DHR
LUSINCHI, X
MILLIET, P
[J]. TETRAHEDRON, 1985, 41 (21) : 4727 - 4738
[4] ELECTROCHEMICAL OXIDATION OF ENAMINES IN THE PRESENCE OF ORGANIC-ANIONS
CHIBA, T
OKIMOTO, M
NAGAI, H
TAKATA, Y
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (20) : 3519 - 3523
[5] ELECTROOXIDATIVE CYCLIZATION OF N-ACYLHYDRAZONES OF ALDEHYDES AND KETONES TO DELTA-3-1,3,4-OXADIAZOLINES AND 1,3,4-OXADIAZOLES
CHIBA, T
OKIMOTO, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) : 1375 - 1379
[6] CHIBA T, 1983, J ORG CHEM, V48, P2969
[7] Dayagi S., 1970, CHEM CARBON NITROGEN
[8] CATALYTIC-OXIDATION OF SECONDARY-AMINES WITH TETRA-N-PROPYLAMMONIUM PERRUTHENATE
GOTI, A
ROMANI, M
[J]. TETRAHEDRON LETTERS, 1994, 35 (35) : 6567 - 6570
[9] CHEMISTRY OF IMINES
LAYER, RW
[J]. CHEMICAL REVIEWS, 1963, 63 (05) : 489 - +
[10] Oxidation of various secondary amines to imines with N-tert-butylphenylsulfinimidoyl chloride
Mukaiyama, T
Kawana, A
Fukuda, Y
Matsuo, J
[J]. CHEMISTRY LETTERS, 2001, (05) : 390 - 391

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