A VERY SIMPLE AND CONVENIENT SYNTHESIS OF TOSYLETHYLENE AND (E)-1,2-DITOSYLETHYLENE

Authors
ALONSO DA ARQUES A NAJERA C SANSANO JM
Citation
Da. Alonso et al., A VERY SIMPLE AND CONVENIENT SYNTHESIS OF TOSYLETHYLENE AND (E)-1,2-DITOSYLETHYLENE, Anales de quimica, 91(5-6), 1995, pp. 449-452
Citations number
24
Categorie Soggetti
Chemistry
Journal title
Anales de quimica → ACNP
ISSN journal
11302283
Volume
91
Issue
5-6
Year of publication
1995
Pages
449 - 452
Database
ISI
SICI code
1130-2283(1995)91:5-6<449:AVSACS>2.0.ZU;2-N
Abstract
A two-steps procedure for the synthesis of p-tolyl vinyl sulfone in 80 % yield by reaction of sodium p-toluenesulfinate with 1-bromo-2-chloro ethane followed by in situ dehydrochlorination with triethylamine is d escribed. Iodosulfonylation of p-tolyl vinyl sulfone with tosyl iodide and further in situ dehydroiodination with trietylamine affords stere oselectively (E)-1,2-ditosylethylene in 70% overall yield.