Advanced Synthesis & Catalysis
Abstract. Achieving precise control over regioselectivity and stereoselectivity in the hydroelementation of terminal allenes presents a formidable challenge. Despite the existence of various catalytic methods for their functionalization, this entire class of reactions remains significantly underdeveloped and demands extensive research. Here, we report...
A strategy for the synthesis of N,N-disubstituted hydrazines via the electrocatalytic addition of hydrazine to α,β-unsaturated carbonyl compounds is reported. The reaction was carried out under constant current electrolytic conditions in an undivided cell. Using this methodology, various N,N-disubstituted hydrazines are prepared with 57-94% yields in...
Herein, we present a (NH4)2S2O8 mediated difunctionalization reaction of aryl alkenes with quinoxalinones and P(O)SH compounds. This method enables the synthesis of various phosphorothioate-containing quinoxalin-2(1H)-one derivatives (46 examples) in 37-79% yields. The reaction is compatible with a range of functional groups and is easily adaptable...
Abstract. A synthetic route towards phospholanes via twofold C-H-addition of a DMSO molecule to β-H substituted phospholes is described. The resulting fused phospholane oxothiolane system in case of symmetric α-substitution possesses four stereogenic centers or rather six in case of asymmetric α-substitution. The reaction conditions are shown to be...
In this study, we have developed a metal-mediated synthetic method for incorporating the 1,1,2,2-tetrafluoroethyl (CF2CF2H) motif into unactivated, electron-rich alkenyl iodides using cross-coupling reactions. We discovered that the stable Cu(CF2CF2H)(PPh2Me)3 complex, while unreactive with these substrates, serves as a valuable P-ligated reservoir...
The boracarboxylation reaction has potential for production of natural products and drug candidates, but the development of an asymmetric version of this transformation is challenging. We report an enantioselective boracarboxylation of styrenes, enabled by a copper catalyst containing chiral phosphines. Our experimental conditions provide yields between...
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