Visible light-induced synthesis of polysubstituted oxazoles from diazo compounds

Abstract

A visible light-induced synthesis of polysubstituted oxazoles from diazo compounds is herein reported. This developed synthetic method differs from traditional routes that rely on transition metals and external chemical oxidants....

Visible photons as ideal reagents for the activation of coloured organic compounds

“…281,282 In a related process, the nitrile ylide formed by the addition of a carbene onto MeCN promoted the synthesis of polysubstituted oxazoles in 95% yield, thanks to the presence of a catalytic amount of ( i Pr) 3 SiCl as the Lewis acid catalyst. 283 A formal enantioselective N-H insertion can be achieved when the carbene is generated in the presence of an excess of DMSO (32 equiv. ), a chiral phosphoric acid and an aniline.…”

“…In a related process, the nitrile ylide formed by the addition of a carbene onto MeCN promoted the synthesis of polysubstituted oxazoles in 95% yield, thanks to the presence of a catalytic amount of ( i Pr) 3 SiCl as the Lewis acid catalyst. 283…”