DOI

Iminiodifluoromethanides generated from difluorocarbene and benzophenone or fluorenone imines enter into reaction of 1,3-cycloaddition with electron-deficient alkenes to furnish pyrrolidone derivatives. The generation of iminiodifluoromethanides from alkyl N-benzhydrylidene glycinates in the presence of dipolarophiles is liable to complication by a concurrent proton shift in the initial imine giving NH-azomethine ylide also capable of 1,3-dipolar cycloaddition resulting in a side product of pyrrolidone series. The use of active lead instead of lead powder as reductant for dibromodifluoromethane in generation of difluorocarbene permits suppressing formation of the side products in these reactions.

Original languageEnglish
Pages (from-to)1647-1654
Number of pages8
JournalRussian Journal of Organic Chemistry
Volume38
Issue number11
DOIs
StatePublished - 2002

    Scopus subject areas

  • Organic Chemistry

ID: 99351729