18036-84-5Relevant academic research and scientific papers
Light-Induced Gold-Catalyzed Hiyama Arylation: A Coupling Access to Biarylboronates
Xie, Jin,Sekine, Kohei,Witzel, Sina,Kr?mer, Petra,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
, p. 16648 - 16653 (2018)
Organoboron compounds are versatile synthetic building blocks. We herein report a new strategy, a photochemical gold-catalyzed chemo-selective Hiyama arylation of B,Si bifunctionalized reagents with diazonium salts, which is orthogonal to common strategies and therefore a unique tool for synthesis of valuable biarylboronates. With this new methodology a wide array of diversely functionalized sp2- and sp3-hybridized biarylboronates were obtained. Notably, the synergism of gold catalysis with copper catalysis or palladium catalysis, allows for one-pot iterative C?X (heteroatom) and C?C couplings for the rapid assembly of several simple fragments to relatively complex molecules. Mechanistic studies indicated that photosensitizer-free conditions were superior to gold/Ru(bpy)3Cl2 dual catalysis.
