79175-51-2Relevant academic research and scientific papers
Visible light-mediated metal-free double bond deuteration of substituted phenylalkenes
Iakovenko, Roman,Hlavá?, Jan
supporting information, p. 440 - 446 (2021/01/28)
Various bromophenylalkenes were reductively photodebrominated by using 1,3-dimethyl-2-phenyl-1H-benzo-[d]imidazoline (DMBI) and 9,10-dicyanoanthracene. With deuterated DMBI analogs (the most effective was DMBI-d11), satisfactory to excellent isotopic yields were obtained. DMBI-d11 could also be regenerated from the reaction mixtures with a recovery rate of up to 50%. The combination of the photodebromination reaction with conventional methods for bromoalkene synthesis enables sequential monodeuteration of a double bond without the necessity of a metal catalyst. This journal is
Sulfinylnitriles: Sulfinyl-metal exchange-alkylation strategies
Nath, Dinesh,Fleming, Fraser F.
, p. 2023 - 2029 (2013/03/14)
Adding organolithiums, Grignard reagents, or zincates to sulfinylnitriles triggers a facile sulfinyl-metal exchange to afford N- or C-metalated nitriles. Sulfinyl-magnesium exchange-alkylations efficiently install quaternary and tertiary centers, even in
THE WITTIG-HORNER REACTION IN HETEROGENEOUS MEDIA1-X: SYNTHESIS OF α DEUTERATED FUNCTIONAL OLEFINS USING POTASSIUM CARBONATE WITH DEUTERIUM OXIDE.
Seguineau, Pascale,Villieras, Jean
, p. 477 - 480 (2007/10/02)
α-Labelled functional olefins ( percent D >95 percent) are prepared in high yields by the WITTIG-HORNER reaction in the presence of a 6M K2CO3- deuterium oxide solution at room temperature.
VINYL CARBANIONS DERIVED FROM CIS-CINNAMONITRILE-REACTIONS WITH ELECTROPHILES AND CONFIGURATIONAL STABILITY
Feit, B. A.,Melamed, U.,Schmidt, R. R.,Speer, H.
, p. 2143 - 2148 (2007/10/02)
Vinyl carbanions derived from cis-cinnamonitrile 1 were formed by reacting it with lithium-diisopropylamide (LDA) as a base in aprotic solvents at low temperatures; reaction with various electrophiles (E) resulted in the corresponding derivatives PhCH=C(E)CN.The configurational stability of the vinyl carbanions derived from 1 and the geometry of the reaction products was effected by the solvating properties of the medium.Retention of configuration was achieved in a poor solvating medium-diethyl ether-hexane (4:1).Addition of a crown ether or using THF as a solvent resulted in products having trans geometry.The site of deprotonation of cinnamonitrile (cis and trans) was compared to that of cinnamic esters and discussed.Determination of the geometry of the products was based on their 1H NMR spectra.
