Transition-Metal Free Chemoselective Hydroxylation and Hydroxylation–Deuteration of Heterobenzylic Methylenes
摘要:
We developed an approach for direct selective hydroxylation of heterobenzylic methylenes to secondary alcohols avoiding overoxidation to ketones by using a KOBu-t/DMSO/air system. Most reactions could reach completion in several minutes to give hydroxylated products in 41-76% yields. Using DMSO-d6, this protocol resulted in difunctionalization of heterobenzylic methylenes to afford α-deuterated secondary alcohols (>93% incorporation). By employing this method, active pharmaceutical ingredients carbinoxamine and doxylamine were synthesized in two steps in moderate yields.
Oligomerization of higher olefins and alkylation of toluene catalyzed by 2-[hydroxy(diaryl)methyl]-8-hydroxyquinoline oxovanadium(v) complexes
作者:N. A. Kolosov、V. A. Tuskaev、S. Ch. Gagieva、O. V. Polyakova、A. I. Sizov、B. M. Bulychev
DOI:10.1007/s11172-016-1648-9
日期:2016.11
New oxovanadium(V) complexes with 2-[hydroxy(diaryl)methyl]-8-hydroxyquinoline ligands were synthesized. These compounds were found to be efficient tandem catalysts of oligomerization of hex-1-ene and alkylation of toluene, which leads to the mixture of hexyl-, dihexyl-, and trihexyltoluenes with the conversion of the starting alkene more than 99%.