63413-74-1Relevant articles and documents
Transition metal-free formal hydro/deuteromethylthiolation of unactivated alkenes
Chen, Shuangyang,Wang, Jia,Xie, Lan-Gui
supporting information, p. 4037 - 4042 (2021/05/19)
Methylthioether is involved in the methylthiotransfer process in organisms, and therefore its functionality is of paramount importance to living organisms. Several methods for the installation of the methylthio group in small molecules have been reported previously; however, procedures starting from unactivated alkenes are rare. Herein, we report a formal hydro/deuteromethylthiolation of alkenes by using dimethyl(methylthio)sulfonium trifluoromethanesulfonate as the stimulator and sodium borohydride/deuteride as the hydrogen/deuterium source. The process represents a mild, transition metal-free and methanethiol-free route towards the synthesis of methylthioethers from unactivated alkenes. This journal is
Overcoming Selectivity Issues in Reversible Catalysis: A Transfer Hydrocyanation Exhibiting High Kinetic Control
Bhawal, Benjamin N.,Ehinger, Christian,Morandi, Bill,Reisenbauer, Julia C.
supporting information, p. 10914 - 10920 (2020/07/13)
Reversible catalytic reactions operate under thermodynamic control, and thus, establishing a selective catalytic system poses a considerable challenge. Herein, we report a reversible transfer hydrocyanation protocol that exhibits high selectivity for the thermodynamically less favorable branched isomer. Selectivity is achieved by exploiting the lower barrier for C-CN oxidative addition and reductive elimination at benzylic positions in the absence of a cocatalytic Lewis acid. Through the design of a novel type of HCN donor, a practical, branched-selective, HCN-free transfer hydrocyanation was realized. The synthetically useful resolution of a mixture of branched and linear nitrile isomers was also demonstrated to underline the value of reversible and selective transfer reactions. In a broader context, this work demonstrates that high kinetic selectivity can be achieved in reversible transfer reactions, thus opening new horizons for their synthetic applications.
Heteroatom Donor-Decorated Polymer-Immobilized Ionic Liquid Stabilized Palladium Nanoparticles: Efficient Catalysts for Room-Temperature Suzuki-Miyaura Cross-Coupling in Aqueous Media
Doherty, Simon,Knight, Julian G.,Backhouse, Tom,Abood, Einas,Al-shaikh, Hind,Clemmet, Ashley R.,Ellison, Jack R.,Bourne, Richard A.,Chamberlain, Thomas W.,Stones, Rebecca,Warren, Nicholas J.,Fairlamb, Ian J. S.,Lovelock, Kevin R. J.
supporting information, p. 3716 - 3731 (2018/09/14)
Palladium nanoparticles stabilized by heteroatom donor-modified polystyrene-based polymer immobilized ionic liquids (PdNP@HAD-PIILP; HAD-PPh2, OMe, NH2, CN, pyrrolidone) are highly efficient catalysts for the Suzuki-Miyaura cross-cou