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Rh-Catalyzed <i>Ortho</i> C–H Alkynylation of Aromatic Aldehydes

Eric Tan, Leonardo J. Nannini, Otilia Stoica, Antonio M. Echavarren

2021Organic Letters28 citationsDOI

Abstract

-alkynylation of benzaldehydes is enabled by the transient formation of an imine as a directing group. A broad scope of substrates was obtained under mild reaction conditions, granting access to mono- and dialkynylated products. The functionalization of readily available building blocks allowed the development of modular syntheses of dibenzopentalenes, isoquinolines, indoles, and indolines.

Topics & Concepts

AlkynylationChemistryCatalysisImineSurface modificationCombinatorial chemistryScope (computer science)Organic chemistryMedicinal chemistryPhysical chemistryProgramming languageComputer scienceCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCatalytic Cross-Coupling Reactions
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