A convenient synthesis of functionalized pyrazolones bearing a highly twisted 1, 3-butadiene moiety with skew geometry. Issue 19 (2nd October 2018)

• Record Type: Journal Article
• Authors: Yavari, Issa; Sheykhahmadi, Jamil; Saffarian, Hamed; Zahedi, Nooshin; Bahemmat, Samira; Halvagar, Mohammad Reza
• Is Part Of: Synthetic communications. Volume 48:Issue 19(2018)
• Page Start: 2608
• Page End: 2614
• Publication Date: 2018-10-02
• Subjects: Pyrazolone -- isocyanides -- polarized double bond -- acetylenic esters -- restricted rotation; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2018.1516292
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: The four-component reaction among arylhydrazine, alkyl acetoacetate derivatives, alkyl isocyanides, and dialkyl acetylenedicarboxylates, leading to the formation of dialkyl 2-[( Z )-(alkylamino)(3-alkyl-5-oxo-1-phenyl-1, 5-dihydro-4 H -pyrazol-4-ylidene)methyl] fumarates is described. The structure of target compounds was confirmed using X-ray diffraction study. These pyrazolone derivatives contain a highly twisted exocyclic 1, 3-butadiene moiety with skew ( ϕ = 87°) geometry. Graphical Abstract: