A new synthesis of N-sulfinylamines via beta-elimination of chloroform from trichloromethanesulfinamides

被引：5

作者：

Braverman, S

Cherkinsky, M

机构：

[1] Department of Chemistry, Bar-Ilan University

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 03期

关键词：

D O I：

10.1016/S0040-4039(96)02351-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of various N-monosubstituted trichloromethanesulfinamides by two alternative and novel procedures is described. All these compounds have been found to undergo base-induced elimination of chloroform with formation of the corresponding N-sulfinylamines. Reaction proceeds smoothly under mild conditions. Copyright (C) 1996 Published by Elsevier Science Ltd

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页码：487 / 490

页数：4

相关论文

共 17 条

[1] SUBSTITUTION AT TRICOORDINATE SULFUR(IV) - REARRANGEMENT OF SULFINANILIDES TO ANILINO SULFOXIDES [J].

ANDERSEN, KK ;

MALVER, O .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (25) :4803-4807

[2]

BECKERT R, 1985, HOUBENWEYL METHODE E, V11, P558

[3] CYCLOADDITIONS TO CONJUGATED DIALLENES [J].

BOAN, C ;

SKATTEBOL, L .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (12) :1568-1572

[4] A NOVEL SYNTHESIS OF MONOSUBSTITUTED SULFINES VIA AN UNUSUAL BETA-ELIMINATION OF CHLOROFORM FROM ALLYLIC AND BENZYLIC TRICHLOROMETHYL SULFOXIDES [J].

BRAVERMAN, S ;

GRINSTEIN, D ;

GOTTLIEB, HE .

TETRAHEDRON LETTERS, 1994, 35 (06) :953-956

[5] 6-PI-CYCLOADDITIONS OF ARYL AND NEW HETEROARYL N-SULFINYLAMINES WITH 2,3-DIMETHYLBUTA-1,3-DIENE - SYNTHESIS, KINETICS, SUBSTITUENT EFFECTS, THEORETICAL CALCULATIONS, AND REACTION-MECHANISM [J].

BUTLER, RN ;

OHALLORAN, GA ;

BURKE, LA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1989, (11) :1855-1860

[6]

CAVA MP, 1964, TETRAHEDRON LETT, P3815

[7]

DAVIS FA, 1974, J AM CHEM SOC, V96, P5000, DOI 10.1021/ja00822a055

[8]

GLASS RS, 1977, SYNTHESIS-STUTTGART, P798

[9]

HINE J, 1982, PHYSICAL ORGANIC CHE, P484

[10]

JOHNSON CR, 1979, COMPREHENSIVE ORGANI, V3, P241