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
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.
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.
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)
