On the regioselectivity in the reaction of aliphatic ketones and aromatic nitriles. Regiospecific synthesis of alkylarylpyrimidines

Autor:	Rachid Chioua, Angel Sánchez, Roberto Martínez-Álvarez, Antonio Herrera, Mourad Chioua
Rok vydání:	2002
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Aryl Trifluoromethanesulfonic anhydride Organic Chemistry Drug Discovery Regioselectivity Organic chemistry Biochemistry Carbonyl group Alkyl
Zdroj:	Tetrahedron. 58:10053-10058
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(02)01300-5
Popis:	The reaction of aliphatic ketones with aliphatic or aromatic nitriles in the presence of trifluoromethanesulfonic anhydride has been shown to be a very useful method for the preparation of alkyl- and aryl-pirimidines. The reaction shows a high degree of regioselectivity that depends on the characteristics of the residues attached at the carbonyl group. The results from different branched symmetric and asymmetric ketones are shown. Molecular mechanics calculations permit an explanation and predict the results obtained. Regiospecific synthesis of alkyl aryl pyrimidines is described.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6a3e63c677454f8a2af4012615e3de4b https://doi.org/10.1016/s0040-4020(02)01300-5 Zobrazit plný text záznamu Full Text from ScienceDirect