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Synfacts 2010(6): 0635-0635
DOI: 10.1055/s-0029-1219881
DOI: 10.1055/s-0029-1219881
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Multicomponent Synthesis of Triazoloquinazolines
M. Adib*, S. Ansari, S. Feizi, H. R. Bijanzadeh
University of Tehran and Tarbiat Modarres University, Tehran, Iran
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
20. Mai 2010 (online)
Significance
Reported is the synthesis of triazoloquinazolines by a multicomponent reaction of quinazolines, aldehydes, and N-isocyaniminotriphenylphosphorane. A plausible mechanism is proposed which rationalizes both the formation of the desired product and the triphenylphosphine oxide byproduct. Although the N-isocyaniminotri-phenylphosphorane starting material is commercially available, it is somewhat expensive. However, it is inexpensively made by the reaction of hydrazine carboxaldehyde and triphenylphosphine. Although this reagent is not often used as a starting material in organic synthesis, it has recently been gaining popularity in this type of cyclization.