Journal of the American Chemical Society, Год журнала: 2025, Номер unknown
Опубликована: Май 10, 2025
Multiboronated compounds play more and significant roles in the chemical community, 1,1,1-triborylalkanes have emerged as versatile building blocks organic synthesis. However, efficient strategies for assembly of such are very rare. A general atom-economical synthesis from various alkenes with pinacolborane (HBpin) is reported first time. The success this transformation relies on use commercially available Schwartz reagent (Cp2ZrHCl) a catalyst, enabling sequential dehydrogenative borylation hydroboration. This reaction demonstrates excellent selectivity, high yields, broad functional group tolerance. Mechanistic investigations reveal that process begins two consecutive borylations catalyzed by zirconium, producing 1,1-diborylalkene intermediate, which subsequently undergoes hydroboration HBpin to afford 1,1,1-triborylalkanes. Notably, approach allows remote 1,1,1-triboration internal alkenes.
Язык: Английский