Ligand-Controlled Regioselective Dearomative Vicinal and Conjugate Hydroboration of Quinolines DOI
Chao Hu,

Chen-Yan Cai,

Elizabeth S. Barta

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: March 27, 2025

A dearomative strategy to regioselectively modify arenes using a "diene" synthon within aromatic rings provides access highly functionalized heterocycles from abundant feedstocks and represents an alternative synthetic approach besides traditional cross-coupling C-H functionalization methodologies. In this study, we present efficient method for selectively introducing boron onto quinolines through hydroboration easily accessible stable phosphine-ligated borane complexes. The vicinal 5,6- conjugate 5,8-hydroborated products could be obtained by modifying the phosphine ligand. Drawing inspiration diverse organoboron transformations, these building blocks were diversified range of downstream functionalizations, providing modular pathways skeletal modifications variety challenging heterocycles.

Language: Английский

Recent strategies and developments in the hydroboration of N-Heteroarenes mediated by transition and rare-earth metal complexes DOI

Priyanka Velmurugan,

Moris S. Eisen, Tapas Ghatak

et al.

Inorganica Chimica Acta, Journal Year: 2025, Volume and Issue: unknown, P. 122594 - 122594

Published: Feb. 1, 2025

Language: Английский

Citations

0
Ligand-Controlled Regioselective Dearomative Vicinal and Conjugate Hydroboration of Quinolines DOI
Chao Hu,

Chen-Yan Cai,

Elizabeth S. Barta

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: March 27, 2025

A dearomative strategy to regioselectively modify arenes using a "diene" synthon within aromatic rings provides access highly functionalized heterocycles from abundant feedstocks and represents an alternative synthetic approach besides traditional cross-coupling C-H functionalization methodologies. In this study, we present efficient method for selectively introducing boron onto quinolines through hydroboration easily accessible stable phosphine-ligated borane complexes. The vicinal 5,6- conjugate 5,8-hydroborated products could be obtained by modifying the phosphine ligand. Drawing inspiration diverse organoboron transformations, these building blocks were diversified range of downstream functionalizations, providing modular pathways skeletal modifications variety challenging heterocycles.

Language: Английский

Citations

0