56346-02-2Relevant articles and documents
The Direct Conversion of α-Hydroxyketones to Alkynes
Ghiringhelli, Francesca,Nattmann, Lukas,Bognar, Sabine,Van Gemmeren, Manuel
, p. 983 - 993 (2019/01/24)
Alkynes are highly important functional groups in organic chemistry, both as part of target structures and as versatile synthetic intermediates. In this study, a protocol for the direct conversion of α-hydroxyketones to alkynes is reported. In combination with the variety of synthetic methods that generate the required starting materials by forming the central C-C bond, it enables a highly versatile fragment coupling approach toward alkynes. A broad scope for this novel transformation is shown alongside mechanistic insights. Furthermore, the utility of our protocol is demonstrated through its application in concert with varied α-hydroxyketone syntheses, giving access to a broad spectrum of alkynes.
Electrosynthesis of 1,2 diketones by reduction of aromatic esters at freshly metal coated electrodes: A novel coupling reaction
Heintz, Monique,Devaud, Marguerite,Hebri, Hassan,Dunach, Elisabet,Troupel, Michel
, p. 2249 - 2252 (2007/10/02)
The one-step electrosynthesis of 1,2 aryldiketones has been achieved by constant current electrolysis of aromatic esters in an undivided cell fitted with a cadmium coated cathode and a sacrificial magnesium anode. Evidence is given for a role of Mg2+ ions in the pathway of the reaction.
ADDITION OF GRIGNARD REAGENTS TO O-TRIMETHYLSILYLATED CYANOHYDRINS: SYNTHESIS OF ACYLOINS
Krepski, Larry R.,Heilmann, Steven M.,Rasmussen, Jerald K.
, p. 4075 - 4078 (2007/10/02)
Grignard reagents have been found to react readily with O-trimethylsilylated cyanohydrins to afford, after acid hydrolysis of intermediates, good yields of acyloins.
