Development of Diversified Methods for Chemical Modification of the 5,6-Double Bond of Uracil Derivatives Depending on Active Methylene Compounds

Autor: Kosaku Hirota, Hideo Inoue, Yoshinari Sawama, Yoshifumi Maki, Yasunari Monguchi, Yukio Kitade, Kanoko Ikawa, Yusuke Iida, Hironao Sajiki
Jazyk: angličtina
Rok vydání: 2012
Předmět:
Zdroj: Molecules, Vol 17, Iss 6, Pp 6519-6546 (2012)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules17066519
Popis: The reaction of 5-halogenouracil and uridine derivatives 1 and 7 with active methylene compounds under basic conditions produced diverse and selective C-C bond formation products by virtue of the nature of the carbanions. Three different types of reactions such as the regioselective C-C bond formation at the 5- and 6-positions of uracil and uridine derivatives (products 2, 5, 8, 17, 20 and 21), and the formation of fused heterocycle derivatives 2,4-diazabicyclo[4.1.0]heptane (15) and 2,4-diazabicyclo-[4.1.0]nonane (16) via dual C-C bond formations at both the 5- and 6-positions were due to the different active methylene compounds used as reagents.
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