INTRAMOLECULAR ALKYLATION AS AN APPROACH TO CYCLIC SULFONES AND SULFIDES

被引:45
作者
TRUCE, WE
HOLLISTE.KR
LINDY, LB
PARR, JE
机构
[1] Department of Chemistry, Purdue University, Lafayette
关键词
D O I
10.1021/jo01265a009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of cyclobutyl, cyclopentyl, and substituted pentamethylene sulfones have been prepared by α,ω-dehydrohalogenation of the corresponding ω-chloroalkyl sulfones. Several aryl cyclopropyl sulfides and 2-phenyltetrahydrothiophenes have also been prepared in this manner from the ω-chloroalkyl sulfides. This approach represents a useful synthesis of these and similar types of compounds. © 1968, American Chemical Society. All rights reserved.
引用
收藏
页码:43 / &
相关论文
共 25 条
[1]  
ARCHER S, 1952, Patent No. 668562
[2]  
ARCHER S, 1952, Patent No. 2618640
[3]  
ARCHER S, 1953, CA 5447, V47
[4]   A comparison of the rates of formation of six- and seven membered ring compounds from omega-chloro-sulphides [J].
Bennett, GM ;
Turner, EG .
JOURNAL OF THE CHEMICAL SOCIETY, 1938, :813-815
[5]   The influence of the sulphur atom on the reactivity of adjacent atoms or groups Part III delta- and epsilon-chloro-sulphides [J].
Bennett, GM ;
Heathcoat, F ;
Mosses, AN .
JOURNAL OF THE CHEMICAL SOCIETY, 1929, :2567-2572
[6]   ELIMINATION REACTIONS IN CYCLIC SYSTEMS .1. CIS ELIMINATIONS IN THE CYCLOHEXANE AND CYCLOPENTANE SERIES [J].
BORDWELL, FG ;
KERN, RJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (05) :1141-1144
[7]   THE BASE-PROMOTED DEHYDROHALOGENATION OF CIS-2-CHLOROCYCLOALKYL AND TRANS-2-CHLOROCYCLOALKYL ARYL SULFONES [J].
GOERING, HL ;
RELYEA, DI ;
HOWE, KL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (10) :2502-2506
[8]  
HAYES FW, 1951, J AM CHEM SOC, V73, P5273
[9]   ON CYCLIC INTERMEDIATES IN SUBSTITUTION REACTIONS .3. THE ALKALINE HYDROLYSIS OF EPSILON-BROMOCAPROIC AND ZETA-BROMOENANTHIC ACIDS [J].
HEINE, HW ;
BECKER, E ;
LANE, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (18) :4514-4515
[10]  
OBOLENTSEV RD, 1961, CA 25907, V55