Dearomative dimerization of quinolines and their skeletal rearrangement to indoles triggered by single-electron transfer

Chem, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 1, 2024

Language: Английский

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Ligand-Controlled Regioselective Dearomative Vicinal and Conjugate Hydroboration of Quinolines

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

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Excited-state protonation and reduction enables the umpolung Birch reduction of naphthalenes

Chem, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 1, 2024

Language: Английский

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Partial and Complete Reduction of Pyridine and Their Benzo Analogs

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

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