Mild, efficient cleavage of arenesulfonamides by magnesium reduction

被引：184

作者：

Nyasse, B

Grehn, L

Ragnarsson, U

机构：

[1] UNIV UPPSALA,CTR BIOMED,DEPT BIOCHEM,S-75123 UPPSALA,SWEDEN

[2] UNIV YAOUNDE,DEPT ORGAN CHEM,YAOUNDE,CAMEROON

来源：

CHEMICAL COMMUNICATIONS | 1997年 / 11期

关键词：

D O I：

10.1039/a701408b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cleavage of arenesulfonamides via N-arenesulfonyl-carbamates is achieved within a few minutes under ultrasonic conditions by reaction with magnesium in anhydrous methanol.

引用

页码：1017 / 1018

页数：2

共 20 条

[1] MAGNESIUM IN METHANOL - SUBSTITUTE FOR SODIUM AMALGAM IN DESULFONYLATION REACTIONS [J].

BROWN, AC ;

CARPINO, LA .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (10) :1749-1750

[2] PROTECTION OF AMINES BY THE PYRIDINE-2-SULFONYL GROUP AND ITS CLEAVAGE UNDER MILD CONDITIONS (SMI2 OR ELECTROLYSIS) [J].

GOULAOUICDUBOIS, C ;

GUGGISBERG, A ;

HESSE, M .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (18) :5969-5972

[3] SYNTHESIS AND SELECTIVE DEPROTECTION OF THE PENTA-N-PROTECTED POLYAMINE 1,16-DIAMINO-4,8,13-TRIAZAHEXADECANE [J].

GOULAOUICDUBOIS, C ;

GUGGISBERG, A ;

HESSE, M .

TETRAHEDRON, 1995, 51 (46) :12573-12582

[4]

GREENE TW, 1991, PROTECTIVE GROUPS OR

[5] SELECTIVE CLEAVAGE OF BOC-ACYLAMIDES - A NOVEL-APPROACH TO DEACYLATION OF CARBOXAMIDES [J].

GREHN, L ;

GUNNARSSON, K ;

RAGNARSSON, U .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1987, 41 (01) :18-23

[6] A SIMPLE METHOD FOR TERT-BUTOXYCARBONYLATION OF AMIDES [J].

GREHN, L ;

GUNNARSSON, K ;

RAGNARSSON, U .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1986, 40 (09) :745-750

[7] MITSUNOBU REACTIONS OF N-ALKYL AND N-ACYL SULFONAMIDES - AN EFFICIENT ROUTE TO PROTECTED AMINES [J].

HENRY, JR ;

MARCIN, LR ;

MCINTOSH, MC ;

SCOLA, PM ;

HARRIS, GD ;

WEINREB, SM .

TETRAHEDRON LETTERS, 1989, 30 (42) :5709-5712

[8] REDUCTIONS OF ALKYL AND ARYL HALIDES WITH MAGNESIUM AND METHANOL [J].

HUTCHINS, RO ;

ZIPKIN, RE ;

TAFFER, IM ;

SUCHISMITA .

SYNTHETIC COMMUNICATIONS, 1989, 19 (9-10) :1519-1522

[9] CLEAVAGE OF SULFONAMIDES WITH SODIUM NAPHTHALENE [J].

JI, S ;

GORTLER, LB ;

WARING, A ;

BATTISTI, A ;

BANK, S ;

CLOSSON, WD ;

WRIEDE, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (20) :5311-&

[10]

Kocienski P.J., 1994, PROTECTING GROUPS

← 1 2 →