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A convenient method for regioselective C‐5 halogenation of 4(3 H )‐oxo‐7 H ‐pyrrolo[2,3‐ d ]pyrimidines
Author(s) -
Barnett Charles J.,
Kobierski Michael E.
Publication year - 1994
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.5570310514
Subject(s) - halogenation , chemistry , regioselectivity , sequence (biology) , medicinal chemistry , reaction conditions , stereochemistry , organic chemistry , combinatorial chemistry , catalysis , biochemistry
N ‐7, O ‐Disilylation of 4(3 H )‐oxo‐7 H ‐pyrrolo[2,3‐ d ]pyrimidines provides a convenient method for activation of these compounds toward regiospecific halogenation at C‐5. The sequence is conveniently carried out without isolation of the silylated derivatives and desilylation is spontaneous upon addition of water to the reaction mixture.