- N-Functionalization of uracil derivatives: Synthesis of chiral 2-(3-methyl-5-nitro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)alkanoic acids and their methyl esters
-
3-Methyl-5-nitro-1-(4-nitrophenyl)uracil has been obtained by regioselective arylation of uracil using 4-nitrofluorobenzene, followed by methylation at the nitrogen atom N-3 and subsequent nitration of the uracil ring. 3-Methyl-5-nitro-1-(4-nitrophenyl)ur
- Gondela, Andrzej,Walczak, Krzysztof
-
-
Read Online
- A convenient method for N-1 arylation of uracil derivatives
-
1-(4-Nitrophenyl)- and 1-(2,4-dinitrophenyl)uracil derivatives have been obtained by direct arylation of uracil and its 5-substituted derivatives using 1-fluoro-4-nitrobenzene or 1-fluoro-2,4-dinitrobenzene in the presence of a base. The application of the newly obtained uracil derivatives in further synthesis is also presented.
- Gondela, Andrzej,Walczak, Krzysztof
-
p. 4653 - 4657
(2007/10/03)
-
- Novel Reaction of Uracil Derivatives Possessing Electron-withdrawing Groups at the 5-Position with Amines: Exchange Reaction between the N1-Portion of Uracils and Amines
-
The reaction of 1,3-disubstituted uracils possessing an electron-withdrawing group such as nitro, carbamoyl, and cyano at 5-position with primary amines resulted in the exchange of the N1-portion of the uracil ring with the amine moiety.The exchange reactions were influenced by the nature of substituents at the 5- and N1-position.The reaction sequence is explained in terms of addition, ring-opening, and ring-closure.
- Hirota, Kosaku,Kitade, Yukio,Sajiki, Hironao,Maki, Yoshifumi,Yogo, Motoi
-
p. 367 - 373
(2007/10/02)
-
- NOVEL REACTION OF 5-NITRO(OR CARBAMOYL)URACIL DERIVATIVES WITH AMINES. THERMAL EXCHANGE REACTION OF N1-PORTION OF THE URACILS FOR AMINES VIA RING-OPENING AND RING-CLOSURE PROCESSES
-
The reaction of 1,3-disubstituted uracils possessing an electron withdrawing group at the 5-position with amines induced exchange of N1-portion of the uracil ring for amines.This reaction was accelerated by substitution of phenyl groups at the N1-position.
- Hirota, Kosaku,Kitade, Yukio,Sajiki, Hironao,Maki, Yoshifumi
-
p. 3263 - 3266
(2007/10/02)
-