Premium
Reactions of 2‐acyl‐1,3‐indandiones
Author(s) -
Lemke Thomas L.,
Parker George R.
Publication year - 1980
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570170732
Subject(s) - chemistry , steric effects , yield (engineering) , medicinal chemistry , base (topology) , aqueous medium , organic chemistry , aqueous solution , mathematical analysis , mathematics , materials science , metallurgy
2‐Pivaloyl‐1,3‐indandione reacts with thiosemicarbazide in aqueous base, through two successive retro‐Claisen reactions, to yield 1‐hydroxy‐4‐methylphthalazine. The mechanism of this reaction is described. Under similar conditions, 2‐benzoyl and 2‐acetyl‐1,3‐indandione, did not undergo the same reaction, a steric factor is considered.