1036272-02-2Relevant articles and documents
Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines
Komendantova, Anna S.,Komkov, Alexander V.,Volkova, Yulia A.,Zavarzin, Igor V.
supporting information, p. 4247 - 4254 (2018/08/24)
A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.
Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines
Yang, Ziqi,Lu, Ning,Wei, Zhonglin,Cao, Jungang,Liang, Dapeng,Duan, Haifeng,Lin, Yingjie
, p. 11950 - 11955 (2016/12/09)
We have developed a new base-promoted intermolecular cascade cyclization reaction of substituted 3-aryl(heteroaryl)-3-chloroacrylaldehydes and tetrahydroisoquinolines in one pot. The reaction provides a facile and practical synthesis of pyrrolo[2,1-a]isoquinolines. A number of pyrrolo[2,1-a]isoquinolines were synthesized in moderate to high yields (up to 97%).
The application of (Z)-3-aryl-3-haloenoic acids to the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones
Gupton, John T.,Telang, Nakul,Banner, Edith J.,Kluball, Emily J.,Hall, Kayleigh E.,Finzel, Kara L.,Jia, Xin,Bates, Spencer R.,Welden, R. Scott,Giglio, Benjamin C.,Eaton, James E.,Barelli, Peter J.,Firich, Lauren T.,Stafford, John A.,Coppock, Matthew B.,Worrall, Eric F.,Kanters, Rene P.F.,Keertikar, Kerry,Osterman, Rebecca
experimental part, p. 9113 - 9122 (2011/01/12)
Studies directed at the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)- ones from (Z)-3-aryl-3-haloenoic acids are described. The successful strategy relies on the preparation of (Z)-3-aryl-3-haloenoic acids from acetophenones through the corresponding