2168-85-6Relevant academic research and scientific papers
Synthesis of chiral sulfines by oxidation of dithio esters
Linden, Johannes B. van der,Timmermans, Johan L.,Zwanenburg, Binne
, p. 91 - 96 (2007/10/02)
The synthesis of sulfines (thione oxides) (2, 10 and 17) derived from three chiral dithio esters (1, 8 and 16) bearing a hydrogen at the α-carbon atom is described.The sulfine bearing an amido group at C-α (2), does not racemize and proved to be stable ov
The Addition of Thiols to Phosphonodithioformates: Reactivity of Phosphorylated Dithioacetal Disulfides
Bulpin, Andrew,Masson, Serge
, p. 4507 - 4512 (2007/10/02)
A high-yielding, thiophilic attack of thiolate ions onto phosphonodithioformates 1 led to the formation of the novel phosphorylated dithioacetal disulfides 2.Their lithiated carbanions could be both alkylated, giving access to phosp
THE REACTION OF CARBOXYLIC ACID CHLORIDES WITH O,O-DIALKYLDITHIOPHOSPHORIC ACIDS
Yousif, N. M.
, p. 79 - 82 (2007/10/02)
At high temperature (130 deg C), carboxylic acid chlorides react with O,O-dialkyldithiophosphoric acids (RO)2P(=S)(SH), Ia-c to give the corresponding dithiester RC(=S)(SR) II in varying yields, while benzoyl chloride reacts with compounds Ia, b at 20 deg C to give the corresponding S-benzoyl-O,O-dialkyldithiophosphate (RO)2P(=S) IIIa, b.Mechanistic consideration on the formation of the products are discussed.Key words: Carboxylic acid chlorides; O,O-dialkyldithiophosphoric acids, and S-benzoyl-O,O-dialkyldithiophosphates.
1,2,3-Thiadiazoles. I. Synthesis of Sodium (or Potassium) 1,2,3-Thiadiazole-4-thiolates via Thiocarbazonate Esters and N-Acylthiohydrazonate Esters
Lee, Ving J.,Curran, William V.,Fields, Thomas F.,Learn, Keith
, p. 1873 - 1891 (2007/10/02)
A general synthesis of 1,2,3-thiadiazole-4-thiolates 1 and their derivatives 2-3 by an extension of the Hurd-Mori 1,2,3-thiadiazole synthesis is described.Treatment of methyl (or ethyl) hydrazinocarboxylates 11 (thiocarbazonate es
Synthesis and Reactivity of Sulphinyldithioacetate and Sulphonyldithioacetate Esters and Some Related Compounds
Yokoyama, Masataka,Tsuji, Koichi,Hayashi, Masahiro,Imamoto, Tsuneo
, p. 85 - 90 (2007/10/02)
(Methylsulphinyl)ketene dithioacetals (3) or alkyl (methylsulphinyl)dithioacetates (4), and (methylsulphonyl)ketene dithioacetals (16) or alkyl (methylsulphonyl)dithioacetates (17) were prepared from dimethyl sulphoxide and dimethyl sulphone, respectively.Then, bis-sulphide, bis- sulphoxide, and bis- sulphone were derived from (4) or (17).The reactivity of these compounds was examined.
STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XLVIII Synthesis of Dithioesters from P,S-Containing Reagents and Carboxylic Acids and Their Derivatives
Yousif, N. M.,Pedersen, U.,Yde, B.,Lawesson, S.-O.
, p. 2663 - 2670 (2007/10/02)
2,4-Bismethylthio-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IIa, is prepared from O,O-dimethyldithiophosphoric acid, Ia, and P4S10 at 160 deg C. 2,4-Bis(4-phenoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IIc, and 2,4-bis(4-phenyl-thiolphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IId, are prepared at 160 deg C from P4S10 and diphenylether and diphenylsulfides, respectively.Carboxylic acids RCOOH (R=CH3, C2H5, n-C3H7, n-C4H9, C6H5CH2, C6H5) react with compound Ia at 130 deg C to give the corresponding methyl dithioesters.Carboxylic acids RCOOH (R=C6H5-CH2, C6H5) react with compound Ib at 200 deg C for 15 min to give the corresponding ethyl dithioesters, while low boiling acids (R=CH3, C2H5, n-C3H7) yielded mixtures of the corresponding ethyl dithioester and ethyl carboxylate.Carboxylic acid chlorides RCOCl (R=ClCH2, C2H5, t-C4H9, C6H5CH2, C6H5, p-NO2C6H4) react with compound IIa at 80 deg C to give the corresponding methyl dithioesters in good yields.S-Substituted thioesters react with IIc at 85 deg C to give the corresponding dithioesters in good yields.Dihydro-2(3H)-furanone, VI, and 5-methyl-2(3H)-furanone, VII, react with IIa at 80 deg C to give dihydro-2(3H)-thiophenethione, VIII and 2,2'-dithiobis(5-methyl thiophene), IX, respectively.Also XI reacts with IIa, IIc, and IId to give VIII in nearly quantitative yields.
Reactions of 1-alkynyl thiocyanates with nucleophilic reagents. Synthesis of 2,4-disubstituted 1,3-thiazoles
Jong, R.L.P. de,Meijer, J.,Sukhai, R.S.,Bradsma, L.
, p. 310 - 313 (2007/10/02)
Reaction of 1-alkynyl thiocyanates RCC-S-CN (1) with alcohols, phenol or thiols or secondary aliphatic amines in the presence of anhydrous zinc chloride or boron trifluoride diethyl etherate gives mixtures of 2,4-disubstituted 1,3-thiazoles (2), thiocarbonyl compounds (3) (thiono esters, dithio esters or thioamides) and 2-alkylidene-1,3-dithioles (4).In all cases, the 1,3-thiazoles can be obtained in good yields if the proper reaction conditions are applied.Interaction between 1 and lithium dialkylamides LiNR'2 gives the compounds RCC-S-NR'2 (5) (attack on sulfur).With alkoxides R'O1-, the primary attack is on CN: the in termediacy alkynethiolate RCC-S1- subsequently reacts with the alkyl cyanate R'OCN to afford 1-alkynyl sulfides RCC-SR'(6)
