CH Borylation: A Toolbox for Molecular Diversification

S Guria, MMM Hassan, B Chattopadhyay - Organic Chemistry …, 2024 - pubs.rsc.org
Iridium-catalyzed C–H activation and borylation has become as a powerful synthetic tool in
the past few decades because of the widespread applicability and versatility of organoboron …

Kinetic and thermodynamic control of C(sp2)–H activation enables site-selective borylation

JB Roque, AM Shimozono, TP Pabst, G Hierlmeier… - Science, 2023 - science.org
Catalysts that distinguish between electronically distinct carbon-hydrogen (C–H) bonds
without relying on steric effects or directing groups are challenging to design. In this work …

Palladium‐Catalyzed Remote C− H Functionalization: Non‐Covalent Interactions and Reversibly Bound Templates

AT Sebastian, S Maji, M Rajashekhar… - Angewandte Chemie …, 2024 - Wiley Online Library
Pd‐catalysis has stood as a pivotal force in synthetic transformations for decades,
maintaining its status as a paramount tool in the realm of C− H bond activation. While …

Metal‐free sp2‐C7−H Borylation of Tryptophan Containing Peptides and Late‐stage Modification

R Meena, S Shekhar, SB Ansari… - Chemistry–An Asian …, 2023 - Wiley Online Library
The discovery of milder and robust strategies to enable the introduction of organoboronates
in peptides remains conspicuously underdeveloped. Herein, we demonstrate an efficient …

Regiochemical Switching in Ir-Catalyzed C–H Borylation by Altering Ligand Loadings of N, B-Type Diboron Species

AC O'Connell, PA Mansour, RE Maleczka Jr… - Organic …, 2023 - ACS Publications
Traditional reaction conditions in Ir-catalyzed C–H borylation consist of a 2: 1 ligand to Ir
metal ratio, affording C (sp2)–H borylation at the least sterically hindered position. We found …

Noncovalent interaction with a spirobipyridine ligand enables efficient iridium-catalyzed C–H activation

Y Jin, B Ramadoss, S Asako, L Ilies - Nature Communications, 2024 - nature.com
Exploitation of noncovalent interactions for recognition of an organic substrate has received
much attention for the design of metal catalysts in organic synthesis. The CH–π interaction is …

Diversification of NH‐Aryl Sulfoximines through Iridium‐Catalyzed ortho‐ and meta‐Selective C−H Borylation

P van Bonn, S Soerensen, N Schmitz… - Advanced Synthesis & …, 2024 - Wiley Online Library
Herein, the selective ortho‐and meta‐C− H bond borylation of NH‐aryl sulfoximines is
reported. Regioselectivity is achieved by the choice of commercially available ligands giving …

Borenium-Catalyzed “Boron Walking” for Remote Site-Selective Hydroboration

Z Zhu, WC Chan, B Gao, G Hu, P Zhang… - Journal of the …, 2024 - ACS Publications
Remote functionalization through progressive olefin isomerization enables site-selective
modification at a distal position, diversifying the synthetic approaches. However, the …

Computational Design of Ligands for the Ir-Catalyzed C5-Borylation of Indoles through Tuning Dispersion Interactions

T Zheng, J Ma, H Chen, H Jiang, S Lu… - Journal of the …, 2024 - ACS Publications
The indole moiety is ubiquitous in natural products and pharmaceuticals. C–H borylation of
the benzenoid moiety of indoles is a challenging task, especially at the C5 position. We have …

Pd-Catalyzed B–H Aryl/Alkenylation of 1, 2-Azaborines

Z Zhang, D Jiang, P Su, K Yang, P Yu, Q Song - ACS Catalysis, 2024 - ACS Publications
Direct functionalization of 1, 2-azaborines to construct B–C bonds remains challenging.
Here, we report a Pd-catalyzed B–H aryl/alkenylation reaction of 1, 2-azaborines. The …