21203-68-9Relevant articles and documents
Nitropyrimidinones; synthetic equivalents of diformylamine and nitromalonaldehyde
Nishiwaki,Tohda,Ariga
, p. 1277 - 1280 (1997)
Reactions of two isomeric nitropyrimidinones with bidentate enolate anions were studied. When 3-methyl-5-nitropyrimidin-4(3H)-one (1) was employed, ring transformation proceeded to give pyridin-4(1H)-ones 3 functionalized at the 3- or 5-positions. This pyrimidin-4-one 1 behaved as an activated diformylamine HN(CHO)2. 1-Methyl-5-nitropyrimidin-2(1H)-one (2) afforded polyfunctionalized bicyclo[3.3.1]nonene derivatives 7 and 8 and/or p-nitrophenol derivatives 9. In this case, pyrimidin-2-one 2 acted as the synthetic equivalent of unstable O2NCH(CHO)2. These two nitropyrimidinones are valuable intermediates for the synthesis of polyfunctionalized compounds.
Tailor-made synthesis of N,N,2,6-tetrasubstituted 4-nitroanilines by three-component ring transformation of dinitropyridone
Le, Song Thi,Asahara, Haruyasu,Nishiwaki, Nagatoshi
supporting information, p. 1203 - 1206 (2015/03/04)
The ring transformation of dinitropyridone afforded various kinds of 2,6-disubstituted-4-nitroanilines upon treatment with aliphatic ketones in the presence of ammonium acetate as a nitrogen source, wherein dinitropyridone behaved as the synthetic equival
Modification and optimization of the bis-picolylamide-based relay protection for carboxylic acids to be cleaved by unusual complexation with Cu2+ salts
Mundinger, Stephan,Jakob, Uwe,Bichovski, Plamen,Bannwarth, Willi
, p. 8968 - 8979,12 (2012/12/11)
A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)2 by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.