936-63-0Relevant academic research and scientific papers
Ynamide-Mediated Thionoester and Dithioester Syntheses
Yao, Chaochao,Yang, Jinhua,Lu, Xiaobiao,Zhang, Shuyu,Zhao, Junfeng
, p. 6628 - 6631 (2020/09/02)
A novel ynamide-mediated synthesis of thionoesters and dithioesters is described. The selective addition reactions of various monothiocarboxylic acids with ynamide furnish α-thioacyloxyenamides, which undergo transesterification with nucleophilic -OH or -SH species to afford thionoesters and dithioesters, respectively. The broad substrate scope, mild reaction conditions, and excellent yields make this method an attractive synthetic approach to thionoesters and dithioesters.
Investigations of the Thermal Responsiveness of 1,4,2-Oxathiazoles
Hewitt, Russell J.,Ong, Michelle Jui Hsien,Lim, Yi Wee,Burkett, Brendan A.
, p. 6687 - 6700 (2015/10/29)
The first systematic study of the thermal rearrangement/fragmentation of 5,5-disubstituted 1,4,2-oxathiazoles into isothiocyanates is reported. Structure-activity relationships reveal that the choice of substituent at the 5-position of the 1,4,2-oxathiazoles is the predominant factor to influence the ease of fragmentation.
The Endocyclic Restriction Test: An Investigation of the Geometries of Thiophilic Additions of Aryl Radicals and Aryllithium Reagents to Dithioesteres
Beak, Peter,Park, Yong Sun,Reif, Lee A.,Liu, Chao
, p. 7410 - 7413 (2007/10/02)
Prospective thiophilic additions of aryl radicals and aryllithium reagents in four-, six-, eight-, and 15-membered endocyclic rings have been investigated for the radical and organolithium intermediates generated from the dithioesteres 8-11.These reaction
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.
Reduction of Thionoesters to Ethers by Triorganotin Hydrides
Smith, Colin,Tunstad, Linda M.,Gutierrez, Carlos G.
, p. 257 - 260 (2007/10/02)
Esters 1 are efficiently deoxygenated to the corresponding ethers 3 in two steps by first conversion to the thionoesters 2 and subsequent reduction of these by triorganotin hydrides.
Raney Nickel Desulphuration of Some Dithioacid Derivatives
Latif, K. A.,Ali, M. Umar
, p. 471 - 473 (2007/10/02)
Raney Nickel desulphuration of some bisthioaroyl disulphides (I), and lead salts (II) and esters (III) of dithioacids with W-2A, W-2B and W-2C catalysts has been investigated.In some cases dimorphic products are obtained.
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.
Electroreduction of Organic Compounds, 2. - Preperation of Dithioacetals by Electroreductive Alkylation of Alkyl Dithiocarboxylates
Kistenbruegger, Lothar,Voss, Juergen
, p. 472 - 480 (2007/10/02)
Alkyl Dithiobenzoates 1 and O-methyl thiobenzoate (7) yield the benzaldehyde dithioacetals 2 or monothioacetals 8, respectively, by electroreduction in the presence of alkyl halides.The S-acylal 3b is formed from ethyl dithiobenzoate 1b in the presence of acetic anhydride. - The dithioacetals 5 and the ketene dithioacetals 6 are obtained by co-electroreduction of methyl dithiopropionate (4) with alkyl halides. - Conclusions about the reaction mechanism are drawn from voltammetric measurements.
