FIRST SYNTHESIS OF SULFINES BY DIRECT OXIDATION OF XANTHATES

Sulfines are formed by the reaction of xanthates with m-chloroperoxybenzoic acid; they are spontaneously converted at ambient temperature to thiocarbonates and dithioperoxycarbonates unless kinetic steric protection provided by a substituent makes the sulfine stable.

[1]  A. Degl'innocenti,et al.  Thiophilic addition of organolithiums to trithiocarbonate oxides (sulfines) , 1997 .

[2]  A. Degl'innocenti,et al.  Fluoride Ion Induced Thiophilic Reactivity of Organosilanes with Sulfines: Regiospecific Access to Allyl and Benzyl Sulfoxides. , 1996, The Journal of organic chemistry.

[3]  C. Alayrac,et al.  Thiophilic addition of organolithiums to aliphatic sulfines , 1996 .

[4]  H. Heimgartner,et al.  Regioselektive 1,3-Dipolare Cycloadditionen eines ‘Thiocarbonyl-methanids’ ((Alkylidensulfonio)methanids) mit aromatischen Sulfinen , 1996 .

[5]  P. Metzner.  New developments of thiocarbonyl compounds and sulfines in organic synthesis , 1996 .

[6]  J. Nakayama,et al.  m-chloroperbenzoic acid oxidation of 1,2-dithietes: First synthesis and characterization of 1,2-dithiete s-oxides and ethane-1,2-dithione S,S′-Dioxides (α-Disulfines) , 1995 .

[7]  E. Block.  The Organosulfur Chemistry of the Genus Allium – Implications for the Organic Chemistry of Sulfur , 1992 .

[8]  T. Pham,et al.  The first synthesis of aliphatic sulfines from thiono-esters , 1991 .

[9]  P. Metzner,et al.  Direct synthesis of sulfines by oxidation of enethiolizable thioketones , 1991 .

[10]  G. Barbaro,et al.  Thioaldehyde S-oxide (monosubstituted sulfines) from thioacylsilane S-oxides. Synthesis and fluorine- and acid-induced Z/E isomerization. 2 , 1990 .

[11]  P. Carey,et al.  A molecular mechanics force field for conformational analysis of simple thiocarbonyl compounds , 1989 .

[12]  G. Bárány,et al.  A general strategy for elaboration of the dithiocarbonyl functionality, -(C:O)SS-: application to the synthesis of bis(chlorocarbonyl)disulfane and related derivatives of thiocarbonic acids , 1984 .

[13]  S. Brois,et al.  New synthetic concepts in organosulfur chemistry. I. New pathway to unsymmetrical disulfides. The thiol-induced fragmentation of sulfenyl thiocarbonates , 1970 .

[14]  O. Jarchow.  Die Kristall- und Molekülstruktur von Thioacetanilid-S-Oxid , 1969 .

[15]  R. Bates,et al.  Molecular structure of a thiocarbonyl oxide , 1968 .

[16]  B. Zwanenburg,et al.  A NOVEL SYNTHESIS OF THIONO-ESTER S-OXIDES BY SUBSTITUTION OF CHLORINE IN CHLOROSULFINES , 1996 .

[17]  B. Zwanenburg,et al.  The use of sulfines in nucleophilic acylation reactions , 1978 .

[18]  O. Exner,et al.  Dipole moments and conformation of O-alkyl thiocarboxylates , 1971 .

[19]  B. Zwanenburg,et al.  Chemistry of sulfines. PART IX: Sulfines by oxidation of dithiocarboxylic esters , 1971, Recueil des Travaux Chimiques des Pays-Bas.