962-06-1Relevant academic research and scientific papers
1,4,2-Dioxazol-5-ones as Isocyanate Equivalents: An Efficient Synthesis of 2-Quinolinones via β-Keto Amides
Vala, Anand,Parmar, Nirali,Soni, Jigar Y.,Kotturi, Sharadsrikar,Guduru, Ramakrishna
, p. 2080 - 2084 (2021/10/07)
Under thermal conditions, 1,4,2-dioxazol-5-ones are known to undergo decarboxylation followed by Lossen's rearrangement to yield isocyanates. Described herein is the in situ trapping of the resulting isocyanates with carbon nucleophiles to synthesize β-keto amides. Furthermore, a general and mild method for the conversion of the resulting β-keto amides into quinolin-2-ones is reported.
Silver(I)-catalyzed tandem approach to β-oxo amides
Vandavasi, Jaya Kishore,Hsiao, Cheng-Tien,Hu, Wan-Ping,Boominathan, Siva Senthil Kumar,Wang, Jeh-Jeng
supporting information, p. 3171 - 3177 (2015/05/13)
A facile and efficient AgI-catalytic approach is reported for the first time to synthesize β-oxo amides from β-oxo esters a with broad substrate scope in good to excellent yields. Crossover and in situ NMR studies confirmed that the reaction occurred through a new pathway and not by the traditional condensation reaction. The key advantages of this method are the readily available starting materials, the air-stable reaction, the simple protocol, and the environmental friendliness. A new, catalytic approach to the synthesis of β-oxo amides from β-oxo esters with a broad substrate scope in good to excellent yields was developed. In situ NMR spectroscopy and crossover experiments confirmed the reaction mechanism.
Reaction of 3-Hydrazino-5,6-diphenyl-1,2,4-triazine with Unsymmetrical 1,3-Bicarbonyl Compounds : Synthesis of Some New 3-(3',5'-Disubstituted pyrazol-1'-yl)-5,6-diphenyl-1,2,4-triazines and Their Antimicrobial Activity
Abdel-Rahman, R. M.
, p. 548 - 553 (2007/10/02)
The reactions of 3-hydrazino-5,6-diphenyl-1,2,4-triazine (I) with unsymmetrical 1,3-bicarbonyl compounds such as α-cyanoacetophenone, benzoylacetanilide, anilino-α,β-unsaturated ketone, benzoylacetic acid hydrazide, N1-cyanoacetyl-N2-benzoylacetylhydrazine, N1-benzene-N2-benzoyl-acetylhydrazine, 1,1,1-trifluoroacetylacetone, 1,1,1,5,5,5-hexafluoropenta-2,4-dione and 1-benzoylacetone-2-oxime, have been studied in abs. ethanol, gl. acetic acid and ethanol-piperidine media.These reactions result in some new 3-(3',5'-disubstituted pyrazol-1'-yl)-5,6-diphenyl-1,2,4-triazines.Some of these compounds show moderate antimicrobial activity.
A NEW SYNTHESIS OF β-KETO AMIDES VIA REACTION OF KETONE LIZHIUM ENOLATES WITH ISOCYANATES
Hendi, Shivakumar B.,Hendi, Mukta S.,Wolfe, James F.
, p. 13 - 18 (2007/10/02)
A series of β-ketoamides was prepared by a convenient new method involving addition of various isocyanates to lithium enolates of acetophenone propiophenone and pinacolone.
