144101-41-7Relevant articles and documents
A Convenient Approach to meso -Uracil-4,4-Difluoro-4-bora-3a, 4a-diaza- s -indacene Derivatives
Trapani,Castriciano,Elemans,Nicosia,Mineo,Cordaro
supporting information, p. 1714 - 1718 (2021/08/27)
An effective and convenient protocol for the synthesis of 1-substituted uracil-6-carbaldehyde derivatives has been developed. A three-step sequence permits the preparation of uracil-6-carbaldehydes with various substituents at the N-1 in large quantities by using low-cost precursors. The aldehyde-functionalized uracils served as useful precursors for the preparation of meso-(1-substituted 6-uracil)-derivatives of 4,4-difluoro-4-bora-3a,4a-diaza- s -indacene (BODIPY). In this way, regioselectively functionalized BODIPYs with a direct connection to a nucleobase were prepared in yields of 30-45%. MALDI-TOF mass spectrometry, NMR, UV/vis absorption, and steady-state and time-resolved fluorescence spectroscopies were used to characterize the structures and the spectroscopic/photophysical properties of the resultant dyes.
Azines and azoles: CXXII. New regioselective synthesis of 1-substituted 6-alkyluracils
Yuskovets,Moskvin,Mikhailov,Ivin
, p. 134 - 146 (2007/10/03)
Readily available 5-acyl-4-hydroxy-3,6-dihydro-2H-1,3-thiazine-2,6-diones with primary alkyl- and arylamines in mild conditions (boiling in propan-2-ol) to give Schiff bases. In more rigid conditions (boiling in DMF), the reaction is accompanied by COS liberation and provides 1-substituted 6-alkyluracils. This previously unknown reaction possesses a considerable synthetic potential and can be considered as a new, general, and regioselective synthetic approach to 1-substituted 6-alkyluracils.