Categories: Synthesis of N-Heterocycles >
Synthesis of pyrimidines and related compounds
Recent Literature
A method for the synthesis of 2-substituted pyrimidine-5-carboxylic esters
is described. The sodium salt of 3,3-dimethoxy-2-methoxycarbonylpropen-1-ol
has been found to react with a variety of amidinium salts to afford the
corresponding 2-substituted pyrimidine-5-carboxylic esters.
P. Zhichkin, D. J. Fairfax, S. A. Eisenbein, Synthesis, 2002, 720-722.
A novel and efficient synthesis of pyrimidine from β-formyl enamide involves
samarium chloride catalysed cyclisation of β-formyl enamides using urea as
source of ammonia under microwave irradiation.
M. G. Barthakur, M. Borthakur, P. Devi, C. J. Saikia, A. Saikia, U. Bora, A.
Chetia, R. C. Boruah, Synlett, 2007, 223-226.
The coupling of acid chlorides with terminal alkynes using one equivalent of
triethylamine under Sonogashira conditions followed by subsequent addition
of amines or amidinium salts to the intermediate alkynones allows a
straightforward access to enaminones and pyrimidines under mild conditions
and in excellent yields.
A. S. Karpov, T. J. J. Müller, Synthesis, 2003, 2815-2826.
A single-step conversion of various N-vinyl and N-aryl amides
to the corresponding pyrimidine and quinazoline derivatives involves amide
activation with 2-chloropyridine and trifluoromethanesulfonic anhydride
followed by nitrile addition into the reactive intermediate and
cycloisomerization.
M. Movassaghi, M. D. Hill, J. Am. Chem. Soc., 2006, 128, 14254-14255.
A photochemically induced Fries rearrangement of anilides gave several ortho-aminoacylbenzene
derivatives that were acylated. These acylamides underwent rapid
microwave-assited cyclization to 2,4-disubstituted quinazolines (and
benzoquinazolines) in the presence of ammonium formate.
S. Ferrini, F. Ponticelli, M. Taddei, Org. Lett., 2007,
9, 69-72.
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