402945-11-3Relevant academic research and scientific papers
Capture of in situ generated diazo compounds or copper carbenoids by triphenylphosphine: Selective synthesis of trans-alkenes and unsymmetric azines via reaction of aldehydes with ketone-derived N-tosylhydrazones
Sha, Qiang,Ling, Yifei,Wang, Wenyong,Wei, Yunyang
, p. 2145 - 2150 (2013)
Copper(II) acetylacetonate-catalyzed Wittig olefination reactions of aldehydes with ketone-derived N-tosylhydrazones are reported. A series of tosylhydrazones was investigated and our results showed that the carbon number of the alkyl chain influences the E-selecivity of the alkenes greatly. Alkenes could be obtained in moderate yields and excellent E-selectivity when the carbon numbers were up to two. Under metal-free conditions, triphenylphosphine was able to capture the in situ generated diazo compounds and the corresponding unsymmetrical azines were formed in good yields.
