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Three‐Component Synthesis of Highly Functionalized 5‐Acetyloxazoles
Author(s) -
Lechel Tilman,
Lentz Dieter,
Reissig HansUlrich
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200900386
Subject(s) - trifluoroacetic acid , component (thermodynamics) , alkoxy group , chemistry , combinatorial chemistry , group (periodic table) , organic chemistry , physics , thermodynamics , alkyl
By a flexible three‐component synthesis, alkoxy‐substituted enamides are easily available from lithiated alkoxyallenes, nitriles and carboxylic acids (see scheme). The treatment of these versatile intermediates with trifluoroacetic acid provided 5‐acetyloxazoles in moderate to good yields. Different substituents are possible at C‐2 and C‐5 and the 5‐acetyl group is a suitable handle for further synthetic transformations.