Regioselective Oxidative Cross-Coupling Reaction: Synthesis of Imidazo[1,2-a]pyridine Fluorophores

Abstract

A rapid access to a series of N-heteroarene fluorophores has been developed on the basis of the palladium-catalyzed direct oxidative C–H/C–H coupling of imidazo[1,2-a]pyridines with thiophenes/furans. The photophysical properties–structure relationship was systematically investigated. The resulting N-heteroarene fluorophores present color-tunable emissions (λ_em: 431–507 nm in CH₂Cl₂) and high fluorescence quantum yields (up to 91% in CH₂Cl₂).

Key words

imidazo[1,2-a]pyridines - oxidative C–H/C–H coupling - fluorophores­ - regioselectivity - palladium

Publication History

Received: 14 October 2020

Accepted after revision: 21 November 2020

Article published online:
04 January 2021

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