A novel thiopyran-4-thione synthesis and crystal structure of a thiopyran-4-thione

Authors
Jeppesen, JO Thorup, N Becher, J
Citation
Jo. Jeppesen et al., A novel thiopyran-4-thione synthesis and crystal structure of a thiopyran-4-thione, J CHEM S P1, 9, 2000, pp. 1467-1470
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Volume
9
Year of publication
2000
Pages
1467 - 1470
Database
ISI
SICI code
0300-922X(2000)9:<1467:ANTSAC>2.0.ZU;2-V
Abstract
The zinc(II) chloride catalysed reaction between ethylene trithiocarbonate (1) and dibenzoylacetylene (3) gave the novel 2,3,5,6-tetrabenzoylthiopyran -4-thione (4a) and its structure was elucidated by X-ray crystallography. T reatment of 2,3,5,6-tetrabenzoylthiopyran-4-chalcogenones (4a,b) with triet hyl phosphite afforded the bis-annelated furans 1,3,5,7-tetraphenylthiopyra no[2,3-c:5,6-c']difuran-8-chalcogenones (5a,b) in almost quantitative yield s. The mechanism for this furan formation is discussed.