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Rh(<scp>iii</scp>)-catalyzed C(sp<sup>2</sup>)–H functionalization/[4+2] annulation of oxadiazolones with iodonium ylides to access diverse fused-isoquinolines and fused-pyridines

Liang Chen, Jia‐Lin Song, Sheng Fang, Jiongbang Li, Shang‐Shi Zhang, Bing Shu

2024Chemical Communications13 citationsDOI

Abstract

In this study, a Rh(III)-catalyzed C-H/N-H [4+2] annulation of oxadiazolones with iodonium ylides has been developed, which afforded a series of diverse fused-isoquinolines and fused-pyridines in moderate to high yields. These divergent synthesis protocols featured mild conditions, broad substrate scope, and functional-group compatibility. In addition, scale-up synthesis, related applications and preliminary mechanistic explorations were also accomplished.

Topics & Concepts

AnnulationCatalysisSurface modificationChemistryCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryPhysical chemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions
Rh(<scp>iii</scp>)-catalyzed C(sp<sup>2</sup>)–H functionalization/[4+2] annulation of oxadiazolones with iodonium ylides to access diverse fused-isoquinolines and fused-pyridines | Litcius