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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

preprint
submitted on 12.05.2020 and posted on 14.05.2020 by Yukun Cheng, Channing Klein, Ian Tonks

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.

Funding

Ti-Catalyzed Nitrene Transfer Reactions

National Institute of General Medical Sciences

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History

Email Address of Submitting Author

itonks@umn.edu

Institution

University of Minnesota

Country

United States

ORCID For Submitting Author

0000-0001-8451-8875

Declaration of Conflict of Interest

No conflict of interest

Version Notes

This is version 1.

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