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Synthesis of 5‐cyclopropyluracil and 5‐cyclopropylcytosine by the Pd(0)‐catalyzed coupling reaction
Author(s) -
Peters Dan,
Hörnfeldt AnnaBritta,
Gronowitz Salo
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280629
Subject(s) - chemistry , catalysis , combinatorial chemistry , coupling reaction , coupling (piping) , palladium , medicinal chemistry , organic chemistry , mechanical engineering , engineering
5‐Cyclopropyluracil and cyclopropylcytosine were prepared by the Pd(0)‐catalyzed coupling reaction of 5‐bromo‐2,4‐di(trimethylsilyloxy)pyrimidine and 5‐bromo‐2,4‐ O,N ‐bis‐trimethylsilylcytosine with tributylstan‐nylcyclopropane. The reactions also gave dehalogenated pyrimidine bases as by‐products. Attempts to use 2,4‐ O,N ‐bis‐trimethylsilyl‐5‐iodocytosine as the halide gave complete dehalogenation.