Barium manganate in microwave-assisted oxidation reactions: synthesis of solvatochromic 2,4,6-triarylpyrimidines

A series of π-extended pyrimidines with unusual photophysical properties is prepared rapidly and efficiently by microwave-assisted tandem oxidation/heterocyclocondensation using BaMnO 4. Synthesis of 2,4,6-trisubstituted pyrimidines by tandem oxidation/heterocyclocondensation of propargylic alcohols...

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Bibliographic Details
Published in:Tetrahedron letters 2009-12, Vol.50 (49), p.6818-6822
Main Authors: Bagley, Mark C., Lin, Zhifan, Pope, Simon J.A.
Format: Article
Language:English
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Summary:A series of π-extended pyrimidines with unusual photophysical properties is prepared rapidly and efficiently by microwave-assisted tandem oxidation/heterocyclocondensation using BaMnO 4. Synthesis of 2,4,6-trisubstituted pyrimidines by tandem oxidation/heterocyclocondensation of propargylic alcohols and amidines is effected rapidly and efficiently under microwave dielectric heating using barium manganate as oxidant. Irradiation at 150 °C in ethanol–acetic acid for 45 min results in dramatic improvements in yield over the corresponding manganese dioxide-mediated method and establishes a rapid route to triarylpyrimidines in order to investigate their photophysical properties.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.09.116