Lawesson's reagent for direct thionation of hydroxamic acids: Substituent effects on LR reactivity
To explore the generality and scope of direct thionation of hydroxamic acids (HAs), the reaction of various structurally diverse HAs with Lawesson's reagent was investigated. The yield of thiohydroxamic acid (THAs) is poor when HAs possess bulky acyl and/or N-substituents, acidic α-hydrogen atoms, or an N-phenyl ring. THAs yields were correlated with Brown sigma parameter. The relative rates of two subsequent processes kT2 and kR2 were also measured. Correlation was also found for methine proton chemical shifts of N-isopropyl benzothiohydroxamic acids.
Przychodzen, Witold
p. 676 - 684
(2007/10/03)
Dicoordinated Phosphorus Compounds: a Novel 4,5-Disubstituted 1,2,3,4-Triazaphosphole. X-Ray Molecular Structures of a 2-N-BF3 Complex of 4,5-Diisopropyl-1,2,3,4-triazaphosphole and of its Tetramer. Conformation in the Crystalline Form and in Solution
The synthesis of the title compound is described.It may be stabilised by the reaction of its tetramer with BF3.The tetramer displays several isomers and conformers in solution; one of them has been isolated and its crystal structure determined.The crystal structure of the 2-N-BF3 complex of the parent 4,5-diisopropyl-1,2,3,4-triazaphosphole has also been obtained.
Haddad, Moncef,Dahan, Francoise,Legros, Jean-Pierre,Lopez, Lucien,Boisdon, Marie-Therese,Barrans, Jean
p. 671 - 678
(2007/10/02)
Ultrasound in Heterogeneous Organic Reactions. An Improved Procedure for the Synthesis of Thioamides
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Raucher, Stanley,Klein, Peter
p. 3558 - 3559
(2007/10/02)
A convenient method for the selective reduction of amides to amines
A variety of amides have been selectively reduced to the corresponding amines via conversion to their thioamides and treatment with triethyloxonium tetrafluoroborate followed by sodium borohydride. This procedure is compatible with isolated and conjugated double bonds, esters, intro groups, and sulfonamides.
Raucher, Stanley,Klein, Peter
p. 4061 - 4064
(2007/10/02)
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