94268-46-9Relevant academic research and scientific papers
Kinetically deduced existence of C=O·····C close contacts. Pericyclic rearrangement of 1,2-diacetyl-1,2-dihydro-3H-indazol-3-one
Dumitrascu, Florea,Raileanu, Dan
, p. 1295 - 1298 (2007/10/02)
First-order kinetics of the title rearrangement to 3-acetoxy-1-acetylindazole (2a), complete exchange of O-acyl groups in cross-experiments, insensitivity to change in reaction medium, lack of electronic substituent effects and activation parameters are considered as evidence in favour of a pericyclic mechanism through C=O·····C close contacts.
REVERSE MUMM REARRANGEMENTS. I. THERMOLYSIS OF 3-ACETOXY-1-FORMYLINDAZOLE
Dumitrascu, Florea,Raileanu, Dan
, p. 1247 - 1258 (2007/10/03)
2-Acetyl-3-indazolone (15), 1,2-diacetyl-3-indazolone (16) and 3-acetoxy-1-acetylindazole (3) are intermediates of the title thermolysis which leads to 1-acetyl-3-indazolone (4). The rearrangement of 16 to 3 is a reverse Mumm rearrangement which has not yet been observed. The same pattern applies to the acetylation of the 3-indazolone (2). Acylotropic equilibria have been observed between 2-acetyl-1-methyl-3-indazolone (24) and 3-acetoxy-1-methylindazole (26).
Acyl Derivatives of Indazolin-3-one
Anderson, Robert M.
, p. 3933 - 3959 (2007/10/02)
1- and 2-Ethanoyl-, propanoyl-, butanoyl- and benzoylindazolin-3-ones have been prepared and the 2-isomers have been shown to exist in two tautomeric forms.Sulphonylation and further acylation of these compounds are described and some rearrangements in the series are discussed.
