38111-44-3Relevant articles and documents
Ultrasound assisted nitratobis(triphenyl phosphine) copper(I) catalyzed conjugate addition of alkyl or aryl bromides to α,β-unsaturated cyanoester
Pise, Ashok S.,Burungale, Arvind S.,Devkate, Santosh S.,Gawade, Ramesh B.,Jadhav, Sunil D.
, p. 348 - 352 (2019)
The α,β-unsaturated cyanoester was obtained from p-methoxy benzaldehyde and ethyl cyano acetate by reported method. The conjugated addition products were synthesized from alkyl or aryl bromides and α,β-unsaturated cyanoester in the presence of 10 mol % Cu(I) catalyst in high yields within 17-21 min under ultrasound irradiation.
Fukuyama Cross-Coupling Approach to Isoprekinamycin: Discovery of the Highly Active and Bench-Stable Palladium Precatalyst POxAP
Tang, Shuang-Qi,Bricard, Jacques,Schmitt, Martine,Bihel, Frédéric
supporting information, p. 844 - 848 (2019/01/30)
An efficient and user-friendly palladium(II) precatalyst, POxAP (post-oxidative-addition precatalyst), was identified for use in Fukuyama cross-coupling reactions. Suitable for storage under air, the POxAP precatalyst allowed reaction between thioesters and organozinc reagents with turnover numbers of ～90000. A series of 23 ketones were obtained with yields ranging from 53 to 99%. As proof of efficacy, an alternative approach was developed for the synthesis of a key precursor of the natural product isoprekinamycin.
Generation and Cross-Coupling of Organozinc Reagents in Flow
Herath, Ananda,Molteni, Valentina,Pan, Shifeng,Loren, Jon
supporting information, p. 7429 - 7432 (2019/01/03)
A versatile flow synthesis method for in situ formation of organozinc reagents and subsequent cross-coupling with aryl halides and activated carboxylic acids is reported. Formation of organozinc reagents is achieved by pumping organic halides, in the presence of ZnCl2 and LiCl, through an activated Mg-packed column under flow conditions. This method provides efficient in situ formation of aryl, primary, secondary, and tertiary alkyl organozinc reagents, which are subsequently telescoped downstream to a Negishi or decarboxylative Negishi cross-coupling reaction. The described method offers access to a variety of C-C bond formations with organozinc reagents that are otherwise commercially unavailable or difficult to prepare under traditional batch reaction conditions.
