ChemInform Abstract: General and Rapid Pyrimidine Condensation by Addressing the Rate Limiting Aromatization

Autor:	Nelu Grinberg, Shengli Ma, Keith R. Fandrick, Jean-Nicolas Desrosiers, Delia Reinhardt, Sanjit Sanyal, Jinhua J. Song, Heewon Lee, Chris H. Senanayake, Daniel R. Fandrick
Rok vydání:	2014
Předmět:	Solvent Amidine chemistry.chemical_compound Pyrimidine chemistry Condensation Alkoxide Aromatization General Medicine Solvent effects Combinatorial chemistry Adduct
Zdroj:	ChemInform. 45
ISSN:	0931-7597
DOI:	10.1002/chin.201448167
Popis:	The rate limiting aromatization within the condensation approach toward pyrimidines utilizing amidines and activated olefins was addressed to provide for a general and rapid process. A strong solvent effect was elucidated to affect the rate for the initial alkoxide elimination from the intermediate Michael adduct wherein polar aprotic solvents demonstrate an addition controlled aromatization. Spectroscopic studies support a solvent dependent equilibrium between the amidine and alkoxide base wherein the rate for aromatization is optimal when the equilibrium toward the amidine anion was strongly favored.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::82ba72ff9b267cbf5548a05c22565c96 https://doi.org/10.1002/chin.201448167 Zobrazit plný text záznamu Plný text