Litcius/Paper detail

[3 + 2]-Annulation of <i>gem</i>-Difluoroalkenes and Pyridinium Ylides: Access to Functionalized 2-Fluoroindolizines

Jun‐Qi Zhang, Dandan Hu, Jinyu Song, Hongjun Ren

2021The Journal of Organic Chemistry36 citationsDOI

Abstract

A [3 + 2]-annulation of gem-difluoroalkenes and pyridinium ylides was developed employing ambient air as the sole oxidant in an open-vessel manner, affording a series of multifunctionalized 2-fluoroindolizines in moderate to good yields. In this reaction, gem-difluoroalkene acts as a C2 synthon and entirely avoids the competitive addition–elimination process, which provides facile access to 2-fluoroindolizines.

Topics & Concepts

AnnulationPyridiniumSynthonChemistryCombinatorial chemistryOrganic chemistryMedicinal chemistryCatalysisSynthesis and Reactivity of HeterocyclesFluorine in Organic ChemistryCyclopropane Reaction Mechanisms