GENERATION AND TRAPPING OF 1,3-DITHIAN-2-YLIDENE-SUBSTITUTED ETHYL CARBENE - ON THE EXISTENCE OF 4,8-DITHIASPIRO[2.5]OCT-1-ENE

Citation
Hg. Schwarz et E. Schaumann, GENERATION AND TRAPPING OF 1,3-DITHIAN-2-YLIDENE-SUBSTITUTED ETHYL CARBENE - ON THE EXISTENCE OF 4,8-DITHIASPIRO[2.5]OCT-1-ENE, Journal of the Chemical Society. Perkin transactions. I, (23), 1996, pp. 2773-2775
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
23
Year of publication
1996
Pages
2773 - 2775
Database
ISI
SICI code
0300-922X(1996):23<2773:GATO1E>2.0.ZU;2-Q
Abstract
The readily available sodium salt of 2-(1,3-dithian-2-ylidene)acetalde hyde tosylhydrazone 6 could be thermolysed to transient 2-(2-diazoethy lidene)-1,3-dithiane 7 and from there to 1,3-dithian-2-ylidene-substit uted ethyl carbene 8. Both species gave cycloadditions with different types of alkenes. Evidence is presented for the electrocyclisation of the vinyl carbene to 4,8-dithiaspiro[2.5]oct-1-ene.