Addition of trifluoromethanethio- and trifluoromethaneseleno-sulfonates to olefins. Synthesis of vinyl triflones
โ Scribed by Thierry Billard; Bernard R Langlois
- Book ID
- 104209470
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 535 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
โฆ Synopsis
Trifluoromethanethio-and trifluoromethaneselenosulfonates are strong electrophilic reagents which add rapidly to olefins to deliver fl-sulfenyl and p-selenyl triflones. These products are converted in high yields to vinyl triflones by different techniques under mild conditions. This two-step procedure is an efficient route to vinyl triflones from non-functionalized olefins.
๐ SIMILAR VOLUMES
Radical attack on the double bond of 2,3-bis(phenylsulfonyl)-1 -propene leads to an intermediate sulfonyl stabilized radical. This species readily fragments to produce a new vinyl sulfone which can undergo further radical cyclization to give a six ring sulfone.