Synthesis of Pentasubstituted 2-Aryl Pyrroles from Boryl and Stannyl Alkynes via One-Pot Sequential Ti-Catalyzed [2+2+1] Pyrrole Synthesis/Cross Coupling Reactions

14 May 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An efficient catalytic synthesis of 2-heteroatom-substituted (9-BBN or SnR3) pyrroles via Ti-catalyzed [2+2+1] heterocoupling of heteroatom-substituted alkynes is reported. The resulting 2-boryl substituted pyrroles can then be used in Suzuki reactions in a 1-pot sequential fashion, resulting in pentasubstituted 2-aryl pyrroles that are inaccessible via previous [2+2+1] heterocoupling strategies.

Keywords

titanium
catalysis
organometallics
pyrrole

Supplementary materials

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B and Sn Supporting Info
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