- SYNTHESIS OF THE FIRST STABLE METADITHIOPHOSPHONATE
-
Evidence for the formation of the first stable metadithiophosphonate is given.
- Navech, J.,Majoral, J. P.,Kraemer, R.
-
-
Read Online
- Dichlorophosphate anion in the synthesis of thioamides
-
Phosphorus thiochloride reaction with dimethylformamide and dimethylacetamide leading to corresponding thioamides is studied. The thionylating agent is dichlorothiophosphate anion generated in the reaction course. Pleiades Publishing, Inc., 2006.
- Pipko,Simurova,Shvadchak,Bezgubenko,Luk'yanenko
-
-
Read Online
- Amide (A)–thioamide (T) interconversions using Ph3SiSH (A to T) and Ph3SnOH (T to A) reagents
-
Ph3SiSH transforms amides to thioamides and Ph3SnOH performs the reverse process, with the concomitant formation of Ph3SiOH (or Ph3SiOSiPh3) and Ph3SnSSnPh3, respectively. The chemistry is a delightful illustration of the oxophilicity of silicon compared to the thiophilicity of tin and occurs under relatively mild conditions, and for amide to thioamide transformation requires no amide activation. The chemistry is in accord with available data for Si?(S)(O), Sn?(O)(S) and C?(O)(S) bond energies. Copyright
- Arias-Ugarte, Renzo N,Sharma, Hemant K,Pannell, Keith H
-
p. 510 - 513
(2016/07/16)
-
- Transamidation of thioacetamide catalyzed by SbCl3
-
A transamidation reaction of thioacetamide with primary and secondary amines is described. The use of catalytic amounts of SbCl3 notably increases the yields and diminishes the reaction times. Typically, the amines should be aliphatic, but aromatic amines can be used as well, though with lower yields. This is one of the few examples where antimony has been used as a catalyst in organic reactions.
- Ojeda-Porras, Andrea,Gamba-Sánchez, Diego
-
supporting information
p. 4308 - 4311
(2015/06/22)
-
- Thionation of amides using a solid-supported P2S5 reagent under microwave irradiation
-
In this Letter, we describe an improved method for the thionation of amides. Using a solid-supported P2S5 reagent, heating under microwave irradiation furnished thioamides in good to excellent yields, with a significantly reduced reaction time compared with that achieved under conventional heating. Furthermore, a change of solvent from that described in the literature enabled a simplified work-up and purification of the products.
- Lagiakos, Helen Rachel,Walker, Ashley,Aguilar, Marie-Isabel,Perlmutter, Patrick
-
experimental part
p. 5131 - 5132
(2011/10/12)
-
- Dichlorothiophosphoric acid and dichlorothiophosphate anion as thionating agents in the synthesis of thioamides
-
A method for the thionation of carboxylic acid amides with dichlorothiophosphoric acid and dichlorothiophosphate anion, providing thioamides in high yields, was developed. The facility of the thionation and the yields of the final products were shown to depend on the nature of the starting amide. The optimal reaction conditions are reported.
- Bezgubenko,Pipko,Sinitsa
-
experimental part
p. 1341 - 1344
(2009/02/07)
-
- Expeditious microwave-assisted thionation with the system PSCl 3/H2O/Et3N under solvent-free condition
-
(Chemical Equation Presented) A novel thionation protocol for carbonyl compounds, with the system PSCl3/H2O/Et3N has been discovered. Clean, rapid, and efficient synthesis of a variety of thiocarbonyl compounds such as thioamides, thiolactams, thioketones, thioxanthones, and thioacridone can be achieved through this simple and convenient method under solventless condition with microwave irradiation.
- Pathak, Uma,Pandey, Lokesh Kumar,Tank, Rekha
-
p. 2890 - 2893
(2008/09/19)
-
- Synthesis and application of a fluorous Lawesson's reagent: Convenient chromatography-free product purification
-
A fluorous analogue of Lawesson's reagent for thionation of carbonyl compounds has been developed and its use demonstrated on a series of amides, esters, and ketones. The separation of the Lawesson's reagent-derived byproducts can be achieved by a simple fluorous solid-phase extraction.
- Kaleta, Zoltan,Tarkanyi, Gabor,Goemoery, Agnes,Kalman, Ferenc,Nagy, Tamas,Soos, Tibor
-
p. 1093 - 1095
(2007/10/03)
-
- A polymer-supported thionating reagent
-
A new polymer-supported reagent for the conversion of carbonyls to thiocarbonyls has been developed and its use demonstrated on a range of amides. Secondary or tertiary amides are converted cleanly and efficiently through to the corresponding thioamides and primary amides are converted to the corresponding nitriles. The reactions can be facilitated by conventional heating. However, if microwave heating is used, in the presence of an ionic liquid, enhanced reaction rates are achieved.
- Ley, Steven V.,Leach, Andrew G.,Storer, R.Ian
-
p. 358 - 361
(2007/10/03)
-
- A simple route to N,N-dialkyl derivatives of 2-amino-5-thiophenecarboxylates
-
Starting from acetamides 4 and using three different routes - via thioacetamides 5, 3-amino-thioacrylamides 7, or 3-chloropropeniminium salts 6 - a series of new N,N-dialkyl derivatives of 2-amino-5-thiophenecarboxylates 10 has been prepared and analytically and spectroscopically characterized.
- Heyde, Cornelia,Zug, Ines,Hartmann, Horst
-
p. 3273 - 3278
(2007/10/03)
-
- Heterocyclic Aromatic Anions with 4n + 2 ?-Electrons
-
Equilibrium acidities in DMSO for several cyclic carboxamides, thiocarboxamides, esters, and sulfones that form anions possessing 4n + 2 electrons have been measured.Aromatic stabilization energies (ASEs) for these anions have been estimated by comparing
- Bordwell, Frederick G.,Fried, Herbert E.
-
p. 4218 - 4223
(2007/10/02)
-
- THIYLATING EFFECT OF 2-CHLORO-2-THIONO-5-METHYL-1,2-OXAPHOSPHOLANE
-
It was found that 2-chloro-2-thiono-5-methyl-1,2-oxaphospholane has a thiylating effect toward some compounds with carbonyl and phosphoryl groups.
- Nuretdinova, O. N.,Guseva, F. F.
-
p. 1423 - 1424
(2007/10/02)
-
- NEW ROUTES TO THIOKETENES AND PROPADIENETHIONE BY FLASH VACUUM THERMOLYSIS.
-
The retro-Diels-Alder reaction under flash vacuum thermolysis (FVT) conditions was applied to the synthesis of simple unstabilized thioketenes.Alternatively, these reactive thiocarbonyl compounds were obtained by FVT elimination of methyltrimethylsilyl sulfide from silylated ketene dithioacetals (and for thioketene itself from methyl trimethylsilyl dithioacetate).A synthesis of propadienethione associationg these two thermolytic processes is also reported.The thermolysis products were identified by low temperature IR spectroscopy and immediate quenching with gaseous dimethylamine leading to the corresponding thioamides.In the case of propadienethione, further reaction with the methanethiol formed in situ was observed.
- Vallee, Yannick,Masson, Serge,Ripoll, Jean-Louis
-
p. 3921 - 3928
(2007/10/02)
-
- NMR-Study of the Stereochemistry and Dynamic Behaviour of Thioacrylamides
-
Several model thioacrylamides, Me2N-CH=C(R)-C(S)-NMe2 (R=H, Ph -2a,b) and (p)MeO-C6H4-NH-CH=C(R)-C(S)-NMe2 (R=H, Ph -3a,b) have been synthesized.The 1H-n.m.r. spectra have been taken for discussing the E/Z-isomerism of the thioacrylamides and the assignme
- Kleinpeter, E.,Tadesse, Tsegaye,Abegaz, Berhanu
-
p. 120 - 126
(2007/10/02)
-
- REGIOSELECTIVITE DE L'ADDITION D'ENETHIOLATES DE COMPOSES THIOCARBONYLES AVEC LES ENONES
-
The regiochemistry of the reaction of lithium thioenolates towards non aromatic unsaturated ketones has been examined.The thioenolates have been generated by deprotonation of various thiocarbonyl compounds with lithium diisopropylamide.Thionesters afford
- Metzner, Patrick,Rakotonirina, Rose
-
p. 1289 - 1298
(2007/10/02)
-
- STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XLVII PREPARATION OF THIATED SYNTHONS OF AMIDES, LACTAMS AND IMIDES BY USE OF SOME NEW P,S-CONTAINING REAGENTS
-
The thionation properties of 2,4-bismethylthio-1,3,2,4-dithiadiphosphetane 2,4-disulfide, 1, 2,4-bis(4-phenoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide, 2, 2,4-bis(4-phenylthiophenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide, 3, and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide (LR), 4, have been investigated on a series of amides, lactams and imides.The most remarkable feature is that 2, 3 and 4 thionate most amides and lactams in THF at room temperature (reaction time 5 min) to give the corresponding thionated compounds.Imides are easily thionated by 2, 3 and 4 in DME at 60 oC.The reactions of 1 with amides, imides and most lactams are run at 60 oC to give good yields of the corresponding thionated compounds.
- Yde, B.,Yousif, N. M.,Pedersen, U.,Thomsen, I.,Lawesson, S. -O.
-
p. 2047 - 2052
(2007/10/02)
-
- Reactions of S-Alkyl-N,N-disubstituted Thioamide Salts. Part 4. Sulphenamidine Derivatives
-
Readily available 3-(α-dialkylaminoalkylidene)-1-alkylthiotriazenes (1) with C-aryl, benzyl, or isopropyl substituents, on being stirred with copper(I) cyanide or copper powder in dichloromethane or toluene solution at room temperature or below, give sulp
- Stansfield, Frank
-
p. 2933 - 2935
(2007/10/02)
-
- Note on the Preparation of N,N-Disubstituted Aliphatic Thiocarboxamides, N-Substituted Thiolactames, and Aromatic Thiocarboxylates
-
Hydrogen sulfide reacts with the N,N-dimethylformamide acetal 1 to give N,N-(dimethyl)thioformamide (2a).The thioamides 2a-e and the thiolactams 2f,g are prepared by thiolysis of the nitriles 3a-g.The action of hydrogen sulfide on nitriles 5a-f affords the O-ethyl thiocarboxylates 6a-f.The preparation of the nitriles 3g and 5a-f is described.
- Kantlehner, Willi,Haug, Erwin,Farkas, Michael
-
p. 1582 - 1587
(2007/10/02)
-
