Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives† † Electronic supplementary information (ESI) available. CCDC 1971135. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/d1sc02930d

ABSTRACT: We have developed a novel copper-catalyzed cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides, efficiently synthesizing a series of α,α-difluoro-β-lactams in moderate to excellent yields under mild reaction conditions. This reaction represents the first example of [3 + 1] cyclization for the synthesis of β-lactams utilizing a metal carbene intermediate as the C1 synthon. A copper-catalyzed [3 + 1] cyclization of cyclopropenes and bromodifluoroacetamides/diazo compounds has been successfully developed, efficiently synthesizing a wide range of α,α-difluoro-β-lactams.

SUBMITTER: Zhang M 

PROVIDER: S-EPMC8442724 | biostudies-literature |

REPOSITORIES: biostudies-literature