Difunctionalization of terminal alkynes is a cuttingedge method for producing trisubstituted alkenes. The methods employed, however, rely heavily on the use of organometallic species with harsh conditions or transition metal-catalyzed multicomponent radical-mediated transformations. Herein, we report an electrochemical diselenylation of terminal alkynes to afford trisubstituted alkenes in an antiselective fashion with 100% atom economy. Moreover, this method uses simple graphite as electrodes and MeCN as a solvent and does not require high temperatures, which affords trisubstituted alkenes with high regioselectivity. The success of the gram-scale reaction, great tolerance to multiple functional groups, and the functionalization of complex compounds all established the value of this green technology.
Conventional visible-light-induced Smiles rearrangements generate C, N, or O radicals and release SO2. Herein, we describe a perfectly atom-economical protocol for Smiles rearrangements without release of SO2. The protocol not...
Formation of C−C bonds by cleavage of the C(sp3)−N bonds of readily available alkyl amines is a valuable transformation. Herein, we report a method for oxidant‐ and metal‐free photoinduced deaminative alkylation of quinoxalin‐2(1H)‐ones with Katritzky salts as alkyl radical sources. Various alkyl radicals could easily be generated by single‐electron reduction of electron donor–acceptor complexes between the Katritzky salts and sodium acetate. This green, sustainable, operationally simple method has a broad substrate scope, and can be used for gram‐scale synthesis, and late‐stage modification of pharmaceutically relevant molecules.
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