Improved selective synthesis of (Z)- and (E)-1,2-bis(phenylsulfonyl)-chloroethylene

Authors
Cossu, S De Lucchi, O Peluso, P Volpicelli, R
Citation
S. Cossu et al., Improved selective synthesis of (Z)- and (E)-1,2-bis(phenylsulfonyl)-chloroethylene, SYN COMMUN, 31(1), 2001, pp. 27-32
Citations number
7
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
1
Year of publication
2001
Pages
27 - 32
Database
ISI
SICI code
0039-7911(2001)31:1<27:ISSO(A>2.0.ZU;2-6
Abstract
The preparation of the title compounds (Z)- and (E)-1, which are synthetic substitutes for the unstable bis(phenylsulfonyl) acetylene and key reagents for the asymmetric preparation of polycyclic ketones, has been revisited a nd improved. Starting from inexpensive materials such as trichloroethylene, thiophenol, and hydrogen peroxide, (Z)- and (E)-1 are selectively obtained in multigram quantity in 52% overall yields.