108958-81-2Relevant academic research and scientific papers
Biocatalytic combinatorial synthesis
Krstenansky, John L.,Khmelnitsky, Yuri
, p. 2157 - 2162 (1999)
Combinatorial biocatalysis, based on a principle of the combinatorial use of biosynthetic steps rather than the combinatorial use of reagents, offers a complementary approach to combinatorial chemistry, which, used individually or in connection with synthetic organic transformations, provides access to analogues not readily accessible by chemical synthetic means alone. The issues and strategies particular to this approach are discussed. Examples are given demonstrating these principles as well as the unique advantages of achieving chemo-, regio- and stereoselectivity under mild reaction conditions that biocatalytic methods offer.
Phytic acid: A biogenic organocatalyst for one-pot Biginelli reactions to 3,4-dihydropyrimidin-2(1H)-ones/thiones
Zhang, Qiguo,Wang, Xin,Li, Zhenjiang,Wu, Wenzhuo,Liu, Jingjing,Wu, Hao,Cui, Saide,Guo, Kai
, p. 19710 - 19715 (2014/05/20)
The natural organocatalyst phytic acid catalyzed one-pot Biginelli reactions by coupling β-ketoesters, aldehydes, and (thio)ureas to afford 3,4-dihydropyrimidin-2(1H)-ones/thiones. This phytic acid catalysis featured good to excellent isolated yields, sol
Synthesis of Biginelli compounds using cobalt hydrogen sulfate
Memarian, Hamid Reza,Ranjbar, Mahnaz
experimental part, p. 522 - 527 (2012/01/05)
Efficient synthesis of various 2-oxo(thioxo)-1,2,3,4-tetrahydropyrimidines containing acetyl, carboethoxy, carbomethoxy and carboxamide groups on 5-position of the M-substituted and ATL-unsubstituted heterocyclic ring was achieved using cobalt hydrogen su
Microwave-assisted high-speed parallel synthesis of 4-aryl-3,4- dihydropyrimidin-2(1H)-ones using a solventless biginelli condensation protocol
Kappe, C. Oliver,Kumar, Dalip,Varma, Rajender S.
, p. 1799 - 1803 (2007/10/03)
4-Aryl-3,4-dihydropyrimidin-2-(1H)-ones 4a-o are synthesized by a microwave-promoted, solvent-free modification of the Biginelli three- component cyclocondensation reaction. The novel method employs neat mixtures of β-ketoesters, aryl aldehydes, and urea
Synthesis and Reactions of "Biginelli-Compounds". Part I
Kappe, Christian Oliver,Roschger, Peter
, p. 55 - 64 (2007/10/02)
Various reactions of 2-oxo (or thioxo)-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid derivatives (Biginelli-compounds) were investigated.The site of methylation and acylation on 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester 1a and its 2-oxo derivative 9a was studied.The synthesis of pyrimidothiazines and thiazolopyrimidines was accomplished by condensation of 1a with 1,3- and 1,2-dielectrophiles.A Dimroth-like rearrangement yielding 6H-1,3-thiazines can be observed when 1a was treated with dimethylformamide and phosphorus oxychloride.The formation of indenopyrimidines can be achieved by intramolecular Friedl-Crafts acylation of 9a and 13, respectively.Finally a route for the preparation of 4,6-disubstituted-pyrimidine-5-carbonitriles is presented, starting with Biginelli-compound 25.
SYNTHESIS AND PROPERTIES OF DERIVATIVES OF 1,4-DIHYDROPYRIMIDINE-5-CARBOXYLIC ACID
Khanina, E. L.,Mutsenietse, D. Kh.,Kadysh, V. P.,Dubur, G. Ya.
, p. 990 - 994 (2007/10/02)
1,4-Dihydropyrimidines were synthesized by reductive dethionation of the corresponding 2-thiono-4-aryl-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid derivatives, and some of their properties were studied.
