Synthesis and chlorination of chloromethyl methylsulfonylmethyl sulfide

被引：8

作者：

Ahern, TP ^{[1
]}

Hennigar, TL ^{[1
]}

MacDonald, JA ^{[1
]}

Morrison, HG ^{[1
]}

Langler, RF ^{[1
]}

Satyanarayana, S ^{[1
]}

Zaworotko, MJ ^{[1
]}

机构：

[1] ST MARYS UNIV,DEPT CHEM,HALIFAX,NS B3H 3C3,CANADA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1997年 / 50卷 / 06期

关键词：

D O I：

10.1071/C96143

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new cleavage reaction establishes rational access to the title compound. Treatment of the title compound with molecular chlorine establishes that methylsulfonyl is better than chloro as a directing group in the chlorination of unsymmetrical sulfides.

引用

页码：683 / 687

页数：5

共 15 条

[1] CHLORINATION OF SULFIDES - REASSESSMENT OF PRODUCT CONTROLLING FACTORS [J].

AHERN, TP ;

KAY, DG ;

LANGLER, RF .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (18) :2422-2429

[2] THE PREPARATION AND OXIDATION OF DISULFIDES AS A ROUTE TO SULFONE-SULFIDES [J].

AHERN, TP ;

FONG, HO ;

LANGLER, RF ;

MASON, PM .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1980, 58 (09) :878-883

[3] MECHANISMS IN THE CHLORINOLYSIS OF SULFINYL CHLORIDES [J].

AHERN, TP ;

HALEY, MF ;

LANGLER, RF ;

TRENHOLM, JE .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (03) :610-614

[4] THE SULFOHALOFORM REACTION REVISITED AND REVISED [J].

BAUM, JC ;

HARDSTAFF, WR ;

LANGLER, RF ;

MAKKINJE, A .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (09) :1687-1691

[5] SIMPLE TOTAL SYNTHESES OF BIOLOGICALLY-ACTIVE PENTATHIADECANE NATURAL-PRODUCTS, 2,4,5,7,9-PENTATHIADECANE 2,2,9,9-TETRAOXIDE (DYSOXYSULFONE), FROM DYSOXYLUM-RICHII, AND 2,3,5,7,9-PENTATHIADECANE 9,9-DIOXIDE, THE MISIDENTIFIED LENTHIONINE PRECURSOR SE-3 FROM SHIITAKE MUSHROOM (LENTINUS-EDODES) [J].

BLOCK, E ;

DEORAZIO, R ;

THIRUVAZHI, M .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09) :2273-2275

[6] THE FORMATION OF ALPHA-CHLORO SULFIDES FROM SULFIDES AND FROM SULFOXIDES [J].

BORDWELL, FG ;

PITT, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (03) :572-577

[7] NRCVAX - AN INTERACTIVE PROGRAM SYSTEM FOR STRUCTURE-ANALYSIS [J].

GABE, EJ ;

LEPAGE, Y ;

CHARLAND, JP ;

LEE, FL ;

WHITE, PS .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1989, 22 :384-387

[8] SULFOHALOFORM REACTION - STEPWISE CONVERSION OF DIALKYL SULFIDES INTO ALKANESULFONYL CHLORIDES [J].

GROSSERT, JS ;

LANGLER, RF .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (03) :407-420

[9] FORMATION AND STRUCTURE DETERMINATION OF BOTH ACYCLIC AND CYCLIC PRODUCTS IN REACTION OF SULFENE AND PYRIDINES [J].

GROSSERT, JS ;

BHARADWAJ, MM ;

LANGLER, RF ;

CAMERON, TS ;

CORDES, RE .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (09) :1183-1191

[10] REGIOCHEMISTRY AND REACTIVITY IN THE CHLORINATION OF SULFIDES [J].

HANCOCK, JR ;

HARDSTAFF, WR ;

JOHNS, PA ;

LANGLER, RF ;

MANTLE, WS .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (07) :1472-1480

← 1 2 →