REVERSE MUMM REARRANGEMENTS .1. THERMOLYSIS OF 3-ACETOXY-1-FORMYLINDAZOLE

Citation
F. Dumitrascu et D. Raileanu, REVERSE MUMM REARRANGEMENTS .1. THERMOLYSIS OF 3-ACETOXY-1-FORMYLINDAZOLE, Revue Roumaine de Chimie, 37(11-12), 1992, pp. 1247-1258
Citations number
27
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00353930
Volume
37
Issue
11-12
Year of publication
1992
Pages
1247 - 1258
Database
ISI
SICI code
0035-3930(1992)37:11-12<1247:RMR.TO>2.0.ZU;2-Y
Abstract
2-Acetyl-3-indazolone (15), 1,2-diacetyl-3-indazolone (16) and 3-aceto xy-1-acetylindazole (3) are intermediates of the title thermolysis whi ch 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 sam e pattern applies to the acetylation of the 3-indazolone (2). Acylotro pic equilibria have been observed between 2-acetyl-1-methyl-3-indazolo ne (24) and 3-acetoxy-1-methylindazole (26).