Bench-stable sulfoxide-based boronates: preparation and application in a tandem Suzuki reaction

0501726 - FZÚ 2019 RIV DE eng J - Článek v odborném periodiku
Čubiňák, M. - Eigner, Václav - Tobrman, T.
Bench-stable sulfoxide-based boronates: preparation and application in a tandem Suzuki reaction.
Advanced Synthesis & Catalysis. Roč. 360, č. 23 (2018), s. 4604-4614. ISSN 1615-4150. E-ISSN 1615-4169
Institucionální podpora: RVO:68378271
Klíčová slova: palladium * biaryls * Suzuki-Miyaura reaction * cross-coupling * boron
Obor OECD: Condensed matter physics (including formerly solid state physics, supercond.)
Impakt faktor: 5.451, rok: 2018

A set of novel aromatic and heteroaromatic bench-stable sulfoxide-based boronates was prepared. The structure of the boronates was established by means of X-ray crystallography, and the prepared boronates were successively used in Suzuki cross-coupling reactions under different conditions. We also developed a tandem Suzuki reaction so that a base is generated during the nucleophilic addition of Grignard reagents to 4-bromobenzaldehyde. The formed intermediates were smoothly coupled with the prepared boronates and the boronic acids under external base-free conditions.
Trvalý link: http://hdl.handle.net/11104/0293723