1192117-75-1Relevant academic research and scientific papers
Synthesis of tetrasubstituted pyrazoles through different cyclization strategies; Isosteres of imidazole fungicides
Dumeunier, Raphael,Lamberth, Clemens,Trah, Stephan
, p. 1150 - 1154 (2013)
Formerly unknown 3-chloro-4,5-diaryl-1-methylpyrazoles have been prepared through two different synthesis pathways, one of which starts from 2,3-diarylacrylonitriles, the second from 3,3-dichloro-1,2-diarylpropenones. Both approaches rely on the cyclocondensation of diarylated three-carbon synthons with hydrazine derivatives and possess some unique features. One route uses a cyclization reaction, during which a chlorine atom is directly installed at the pyrazole ring that normally would be introduced in subsequent halogenation steps. The second pathway applies the Sandmeyer reaction to introduce this chloro substituent; an approach that is rarely described at the pyrazole nucleus. The obtained tetrasubstituted pyrazoles are isosteres of highly active imidazole fungicides and show good control of Uncinula necator (grape powdery mildew). Georg Thieme Verlag Stuttgart New York.
