75731-99-6Relevant academic research and scientific papers
Proton-Coupled Electron Transfer: Transition-Metal-Free Selective Reduction of Chalcones and Alkynes Using Xanthate/Formic Acid
Prasanna, Ramanathan,Guha, Somraj,Sekar, Govindasamy
, p. 2650 - 2653 (2019/04/17)
Highly chemoselective reduction of α,β-unsaturated ketones to saturated ketones and stereoselective reduction of alkynes to (E)-alkenes has been developed under a transition-metal-free condition using a xanthate/formic acid mixture through proton-coupled electron transfer (PCET). Mechanistic experiments and DFT calculations support the possibility of a concerted proton electron-transfer (CPET) pathway. This Birch-type reduction demonstrates that a small nucleophilic organic molecule can be used as a single electron-transfer (SET) reducing agent with a proper proton source.
Variable Reaction Pathways for the Action of Polysulfide on Michael Acceptors
LaLonde, Robert T.,Florence, Robert A.,Horenstein, Benjamin A.,Fritz, Richard C.,Silveira, Linda,et al.
, p. 85 - 91 (2007/10/02)
α,β-Unsaturated enones and cinnamaldehyde are treated with ethanolic sodium polysulfide and the product mixtures are analyzed to ascertain the types of products. 2'-Methoxychalcone reacts to give a thiolane wherein C-2 of one chalcone unit forms a carbon-
Reactions of α,β-unsaturated ketones with hydrogen sulfide. γ-Keto sulfides or tetrahydrothiopyranols?
Mazza, Dario Del,Reinecke, Manfred G.
, p. 128 - 134 (2007/10/02)
The reaction of several α,β-unsaturated ketones with H2S under a variety of conditions has been investigated.With trans-1,2-dibenzoylethylene (1a) the tetrahydrothiopyranol 3a is the only product, not the corresponding open-chain sulfide 2a reported in th
