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

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 derivs., while in the case of thiophenes the C-H bonds at the β-position have been heteroarylated. This methodol. represents a very simple route to heteroaryl dyads. Moreover, some examples of heteroaryl triads have been synthesized via iterative C-H bond arylations.
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Submitted on : Thursday, September 17, 2015 - 3:24:18 PM
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Besma Saoudi, Adbelmadjid Debache, Jean-François Soulé, Henri Doucet. Synthesis of heteroarenes dyads from heteroarenes and heteroarylsulfonyl chlorides via Pd-catalyzed desulfitative C-H bond heteroarylations. RSC Advances, Royal Society of Chemistry, 2015, 5 (80), pp.65175-65183. ⟨10.1039/C5RA07762A⟩. ⟨hal-01188230⟩

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