title: An efficient one pot regioselective synthesis of a 3,3'-spiro-phosphonylpyrazole-oxindole framework via base mediated [1,3]-dipolar cycloaddition reaction of the Bestmann-Ohira reagent with methyleneindolinones.
abstract: A one pot, highly regioselective synthesis of racemic 3,3'-spiro-phosphonylpyrazole-oxindole by 1,3-dipolar cycloaddition of an in situ generated anion of dialkyl 1-diazomethylphosphonate from the Bestmann-Ohira reagent (BOR) & methyleneindolinones has been developed. The synthesis affords the highly functionalized pyrazole scaffolds in good yields with excellent regioselectivity under mild reaction conditions within a short reaction time.
authors.affiliation: Chemical Engineering & Process Development Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, Maharashtra, India-411008. gm.suryavanshi@ncl.res.in.
authors.forename: Anil M
authors.initials: AM
authors.lastname: Shelke
authors.forename: Gurunath
authors.initials: G
authors.lastname: Suryavanshi
mesh_terms: D061565:Cycloaddition Reaction; D007202:Indicators and Reagents / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007202:Indicators and Reagents; D007211:Indoles; D000078183:Oxindoles; D011720:Pyrazoles; D013141:Spiro Compounds; C022960:2-oxindole