86633-05-8Relevant academic research and scientific papers
Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters
Miura, Tomoya,Funakoshi, Yuuta,Fujimoto, Yoshikazu,Nakahashi, Junki,Murakami, Masahiro
supporting information, p. 2454 - 2457 (2015/05/27)
A sequential procedure for the synthesis of 2,5-disubstituted thiazoles from terminal alkynes, sulfonyl azides, and thionoesters is reported. A copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes with sulfonyl azides affords 1-sulfonyl-1,2,3-triazoles, which then react with thionoesters in the presence of a rhodium(II) catalyst. The resulting 3-sulfonyl-4-thiazolines subsequently aromatize into the corresponding 2,5-disubstituted thiazoles by elimination of the sulfonyl group. (Chemical Equation Presented).
FLUOROISOQUINOLINE SUBSTITUTED THIAZOLE COMPOUNDS AND METHODS OF USE
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Page/Page column 155, (2010/08/08)
The invention relates to thiazole compounds of Formula (I) and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein. The invention also relates to the therapeutic use of such thiazole compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.
P4S10/dimethicone tandem: Efficient reagent for thionation of various aromatic amides and esters
Cho, Dongho,Ahn, Jiyoung,De Castro, Kathlia A.,Ahn, Hyunseok,Rhee, Hakjune
supporting information; experimental part, p. 5583 - 5588 (2010/10/02)
Organosulfur compounds are valuable because of their rich and varied chemistry especially in biological field. We report a new and efficient way for thionation of various aromatic amides and esters using P4S 10/ dimethicone tandem. The ease of handling and higher yield makes this protocol economical.
Carbophilic reactions of amines or methanol with thioaldehyde-S-oxides
Baudin, Jean-Bernard,Commenil, Marie-Gabrielle,Julia, Sylvestre A.,Lome, Robert,Ruel, Odile
, p. 1127 - 1141 (2007/10/03)
Correspondence and reprints Reaction of primary aliphatic amines with 7-ethylenic thioaldehyde-S-oxides la,b affords the corresponding imines 2a,b via a carbophilic addition of amine. When treated with sodium methoxide (1 equiv) and an excess of a primary amine, some methyl sulfinates 3 or 6, bearing a benzylic or allylic chain on the sulfur, are converted into imines 4 or 7. Treatment of the methyl sulfinates 3 with methoxide anion in THF or methanol generally affords a mixture of aldehydes 9, the corresponding dimethylacetals 14, a,a'-dimethoxydisulfides 10, esters 11, thionoesters 12 and methyl a-methoxysulfinates 15, whose ratios depend on the conditions. The formation of these compounds is best explained by a deprotonationelimination of the methyl sulfinates into the corresponding thioaldehyde-S-oxides; which then undergo a carbophilic addition of methoxide anion or methanol. Several possible reaction paths from the so-formed a-methoxysulfenate anions IX are discussed for their conversion into the final compounds. unsaturated sulfinic ester / elimination / thioaldehyde-S-oxide / imine / aldehyde / a,a -dimethoxydisulflde / thionoester / methyl u-methoxysulflnate Eisevier,.
