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

TitleEfficient 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
Publication TypeJournal Article
Year of Publication2015
AuthorsShelke, AM, Suryavanshi, G
JournalOrganic & Biomolecular Chemistry
Volume13
Issue32
Pagination8669-8675
Date PublishedJUL
ISSN1477-0520
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.

DOI10.1039/c5ob01020a
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)3.559
Divison category: 
Chemical Engineering & Process Development