Synthesis of Nonsymmetrical 5-Aryl-2-indolopyrrole Derivatives via Controlled Mono Suzuki-Miyaura Cross-Coupling on N-Boc-2,5-dibromopyrrole

Abstract

The first example of mono Suzuki-Miyaura cross-coupling of N-Boc-2,5-dibromopyrrole with a boronic acid (indol-2-ylboronic acid) is reported. The resulting 2-indolyl-5-bromopyrrole derivative was in turn coupled with a variety of aryl- or heteroarylboronic acids thereby providing the corresponding non-symmetrical 2,5-disubstituted pyrroles in good to excellent yields. The tert-butoxycarbonyl (Boc) groups could be easily removed to give the completely deprotected products.

cross-coupling - Suzuki-Miyaura - indole - pyrrole - palladium-catalyzed

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