25559-52-8Relevant 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
supporting information, 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.
REACTION OF 2,2-DIMETHYL-6-ARYL-1,3-DIOXIN-4-ONES WITH AROMATIC AMINES AND o-PHENYLENEDIAMINE
Andreichikov, Yu. S.,Gein, V. L.,Kozlov, A. P.,Vinokurova, O. V.
, p. 189 - 194 (2007/10/02)
N-Arylaroylacetamides and 4-aryl-1,5-benzodiazepin-4-ones were obtained by the thermolysis of 2,2-dimethyl-6-aryl-1,3-dioxin-4-ones in the presence of aromatic amines and o-phenylenediamine respectively.Investigetion of the reaction kinetics showed that the controlling stage is the generation of the aroylketenes, which takes place by a concerted -retrocycloaddition mechanism.
