Synthesis of heteroarenes dyads from heteroarenes and heteroarylsulfonyl chlorides via Pd-catalyzed desulfitative C–H bond heteroarylations

RSC Advances Pub Date: 2015-07-24 DOI: 10.1039/C5RA07762A

Abstract

We report herein on the palladium-catalyzed direct heteroarylation of heteroarenes (e.g., pyrroles, furans, and thiophenes) in which heteroarylsulfonyl chlorides are used as coupling partners through a desulfitative cross-coupling. These C–H bond functionalizations occurred at the α-position in the case of pyrrole and furan derivatives, while in the case of thiophenes the C–H bonds at the β-position have been heteroarylated. This methodology represents a very simple route to heteroaryl dyads. Moreover, some examples of heteroaryl triads have been synthesized via iterative C–H bond arylations.

Graphical abstract: Synthesis of heteroarenes dyads from heteroarenes and heteroarylsulfonyl chlorides via Pd-catalyzed desulfitative C–H bond heteroarylations
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