28460-01-7Relevant articles and documents
Reductions of phosphonodithioformates: Syntheses of α-phosphonyl thiols and hemidithioacetals
Makomo,Masson,Saquet
, p. 10277 - 10288 (1994)
The phosphonodithioformates appeared versatile precursors to the (mercaptomethyl)phosphonates and derivatives, through sodium borohydride reduction in acetonitrile heated under reflux. By contrast, when the reduction was performed at room temperature with
Free radical desulfenylation and deselenylation of α-sulfur and α-seleno substituted phosphonates with the n-Bu3SnH/AIBN reagents system.
Balczewski,Piotr
, p. 113 - 122 (2007/10/03)
Selestive desulfenylation and deselenylation of α-sulfur- and α-seleno-substituted phosphonates under free radical condition are described.Chemoselectivity and scope of title reaction were studied using phosphonates additionaly functionalized in the α-position alkyl, phenyl,ethoxy,chloro,carbonyl and sulfenyl groups.It was found the reduction of a halogen tolerates the presence of the sulfenyl group and the latter could be reduced in the presence of the sulfinyl and sulfonyl moieties.Moreover,one sulfenyl group was selectively removed from α-phosphoryl dithioacetals and the phenylsulphenyl group was reduced preferentially in the presence of the methylsulfenyl one. Key words:Desulfenylation,deselenylation,α-phosphoryl sulfides,α-phosphoryl selenides, tri-n-butyltinhydride,α,α-azaisobutyronitrile.
NEW SYNTHETIC METHOD OF O,S-THIOACETALS OF FORMYLPHOSPHONATES
Kim, Taek Hyeon,Oh, Dong Young
, p. 3479 - 3482 (2007/10/02)
The reaction of diethyl phosphonate with N-chlorosuccinimide (NCS) affords α-chloromethanephosphonate(5), which can be converted into a variety of O,S-thioacetals of formylphosphonates(2) by reaction with alcohols.
