Direct benzylic C–H difluoroalkylation with difluoroenoxysilanes by transition metal-free photoredox catalysis

Abstract

A visible light promoted direct benzylic C−H difluoroalkylation with difluoroenoxysilanes has been developed catalyzed by Na2-eosin Y via HAT-ORPC pathway, providing an efficient and atom-economic method for difluoroalkylation of C(sp3)-based...

Progress in the decarboxylative deuteration reaction of alkyl carboxylic acids

“…In order to conveniently obtain deuterated compounds to meet the demands of deuterated molecule research, organic chemists have developed many novel deuteration methods in recent years that are mild, efficient, and highly selective. These novel methods can be classified based on the different functional groups of the substrates, including deuteration of unsaturated bond, 12 deuteration of halogen bond, 13 decarboxylative deuteration, 14,15 deoxygenative deuteration, 16 deamination deuteration, 17 and so on 18,19 . Among these novel methods, decarboxylative deuteration has been widely studied.…”

Tuning Benzylic C−H Functionalization of (Thio)xanthenes with Electrochemistry

“…Notably, (thio)xanthenes containing unique benzylic C(sp 3 )−H bonds are synthetic intermediates and also have received increasing attention due to their broad applications in the fields of photodynamic therapy, pharmaceuticals and fluorescent materials, among others (Figure 1) [11][12][13][14][15]. Accordingly, a number of methods have been established for the direct benzylic C(sp 3 )−H functionalization of (thio)xanthenes [16][17][18][19][20][21][22][23][24][25][26][27][28][29]. However, the success of previously reported methods heavily relied on the use of toxic Pd and Cu metal salts or stoichiometric amounts of chemical oxidants.…”

Electrochemically Mediated S-Glycosylation of 1-Thiosugars with Xanthene Derivatives

“…In recent years, dehydrogenative cross-coupling reactions have become a practical way to construct chemical bonds with high efficiency and atom economy . However, traditional methods for dehydrogenative cross-coupling of xanthenes to form C–C or C–heteroatom bonds require the use of transition metal catalysts or external oxidants . For example, the Huo group reported the direct C­(sp 3 )–H sulfenylation by cross-coupling of aryl thiols with xanthene derivatives .…”