Journal of Synthetic Organic Chemistry Japan, Год журнала: 2024, Номер 82(7), С. 697 - 708
Опубликована: Июль 1, 2024
Alcohols, one of the most ubiquitous classes organic compounds with myriad feedstocks, have played essential roles as carbocation, carbanion and carbon radical equivalents in synthesis through appropriate functional group interconversions (FGIs). However, relatively high thermal chemical stiffness hydroxy C-O bonds has prevented us from directly utilizing alcohols for such transformations. Our envisioned that, by developing a method which allows to skip cumbersome FGIs, we could bring about great "comfort" venue. This report overviews our recent efforts generate radicals alcohols. Low-valent titanium (LVT) reagents were found an ability homolytically cleave bond group. For example, LVTs derived TiCl4(col) (col=2,4,6-collidine) TiCl2(cat) (cat=catecholate) reactive benzylic non-activated groups, respectively. The generated utilized alkene insertion reactions nickel-catalyzed cross-coupling reactions. Furthermore, study was expanded activation non-strained ether bonds. catechol monoether directing newly developed this purpose.
Язык: Английский