REDUCTIONS OF PHOSPHONODITHIOFORMATES - SYNTHESES OF ALPHA-PHOSPHONYLTHIOLS AND HEMIDITHIOACETALS

Citation
H. Makomo et al., REDUCTIONS OF PHOSPHONODITHIOFORMATES - SYNTHESES OF ALPHA-PHOSPHONYLTHIOLS AND HEMIDITHIOACETALS, Tetrahedron, 50(34), 1994, pp. 10277-10288
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
50
Issue
34
Year of publication
1994
Pages
10277 - 10288
Database
ISI
SICI code
0040-4020(1994)50:34<10277:ROP-SO>2.0.ZU;2-U
Abstract
The phosphonodithioformates appeared versatile precursors to the (merc aptomethyl)phosphonates and derivatives, through sodium borohydride re duction in acetonitrile heated under reflux. By contrast, when the red uction was performed at room temperature with sodium borohydride, the (mercapto-alkylthio-methyl)phosphonates were exclusively obtained; red uction with BH3-Me(2)S (BMS) or within lithium diisopropylaminoborohyd ride also led to these hemidithioacetals. The aforementioned products of reduction were characterized by the syntheses of various derivative s. In particular, S-phosphonyl trithiocarbonates, N-phenyl imidodithio carbonate and dithiocarbamate were prepared.