98606-79-2Relevant academic research and scientific papers
Transition metal free, green and facile halogenation of ketene dithioacetals using a KX-oxidant system
Rai, Vishakha,Sorabad, Ganesh Shivayogappa,Maddani, Mahagundappa Rachappa
supporting information, p. 1109 - 1113 (2021/01/25)
A facile oxidative halogenation of α-oxo ketene dithioacetals is achieved by using a potassium halide and oxidant combination under transition metal free conditions at ambient temperature. Using this methodology, halogenated ketene dithioacetals are synth
Synthesis of 2,4,5-Trisubstituted Oxazoles with Complementary Regioselectivity from α-Oxoketene Dithioacetals and β-(Methylthio)-β-(het)aryl-2-propenones
Kumar, Siripuram Vijay,Acharya, Anand,Ila, Hiriyakkanavar
, p. 6607 - 6622 (2018/05/23)
An efficient protocol for the synthesis of 2,5-substituted 4-acyloxazoles and the related 2,4-substituted 5-acyloxazoles with complementary regioselectivity from the corresponding α-oxoketene dithioacetals or β-(het)aryl/(methylthio)enone precursors has been reported. In the first protocol, the α-oxoketene dithioacetals or β-(methylthio)enones were converted to the corresponding α-bromo-β-(methylthio)enones followed by copper catalyzed inter/intramolecular annulation of these intermediates with various primary amides affording 2-(het)aryl/alkyl-4-(het)aroyl-5-(methylthio)/(het)aryloxazoles via concomitant formation of the C4-N and C5-O bond via enamide intermediates. In the second approach, the starting α-oxoketene dithioacetals or β-(methylthio)-β-(het)arylenones were subjected to base induced conjugate addition-elimination with various primary amides to furnish β-aroylenamides, which, on subsequent iodine catalyzed intramolecular oxidative C-H functionalization/C-O bond formation, afforded the corresponding regioisomeric 2-(het)aryl/alkyl-4-(methylthio)/(het)aryl-5-(het)aroyloxazoles in excellent yields. The methodology has also been extended for the synthesis of regioisomeric 4- or 5-aminooxazoles and 4- or 5-(n-butyl)oxazoles from the corresponding 4- or 5-(methylthio)oxazoles.
One-pot synthesis of boron diketonate complexes: Photophysical properties and sensor for picric acid
Sriram Babu, Seenivasagaperumal,Shanmugam, Sivakumar
, p. 4788 - 4796 (2017/07/11)
Boron diketonate complexes were synthesized via a one-pot method. The method focused on the selective synthesis of unsymmetric boron diketonate by involving BF3-OEt2 and β-ketothiolester intermediates generated in situ from α-aroylketene dithioacetals using p-toluenesulfonic acid as a catalyst. The unsymmetrical boron diketonate complexes are emissive both in solution and in the solid state with high quantum yield and large Stokes shift. The boron diketonate 6e selectively senses picric acid over other nitroaromatic compounds with a detection limit of 21.5 μM.
