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Hydrogen Bond Directed ortho-Selective C−H Borylation of Secondary Aromatic Amides
S.-T. Bai, , J.N.H. Reek
Published in Wiley-VCH Verlag
PMID: 31237988
Volume: 58
Issue: 37
Pages: 13039 - 13043
Reported is an iridium catalyst for ortho-selective C−H borylation of challenging secondary aromatic amide substrates, and the regioselectivity is controlled by hydrogen-bond interactions. The BAIPy-Ir catalyst forms three hydrogen bonds with the substrate during the crucial activation step, and allows ortho-C−H borylation with high selectivity. The catalyst displays unprecedented ortho selectivities for a wide variety of substrates that differ in electronic and steric properties, and the catalyst tolerates various functional groups. The regioselective C−H borylation catalyst is readily accessible and converts substrates on gram scale with high selectivity and conversion. © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
About the journal
JournalData powered by TypesetAngewandte Chemie - International Edition
PublisherData powered by TypesetWiley-VCH Verlag