35088-86-9Relevant articles and documents
Cobalt-catalyzed alkene hydrogenation by reductive turnover
van der Puyl, Vincent,McCourt, Ruairi O.,Shenvi, Ryan A.
supporting information, (2021/04/19)
Earth abundant metal catalysts hold advantages in cost, environmental burden and chemoselectivity over precious metal catalysts. Differences in reactivity for a given metal center result from ligand field strength, which can promote reaction through either open- or closed-shell carbon intermediates. Herein we report a simple protocol for cobalt-catalyzed alkene reduction. Instead of using an oxidative turnover mechanism that requires stoichiometric hydride, we find a reductive turnover mechanism that requires stoichiometric proton. The reaction mechanism appears to involve coordination and hydrocobaltation of terminal alkenes.
Intermolecular Anti-Markovnikov Hydroamination of Unactivated Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer
Zhu, Qilei,Graff, David E.,Knowles, Robert R.
supporting information, p. 741 - 747 (2018/01/26)
Here we report a catalytic method for the intermolecular anti-Markovnikov hydroamination of unactivated alkenes using primary and secondary sulfonamides. These reactions occur at room temperature under visible light irradiation and are jointly catalyzed by an iridium(III) photocatalyst, a dialkyl phosphate base, and a thiol hydrogen atom donor. Reaction outcomes are consistent with the intermediacy of an N-centered sulfonamidyl radical generated via proton-coupled electron transfer activation of the sulfonamide N-H bond. Studies outlining the synthetic scope (>60 examples) and mechanistic features of the reaction are presented.
Oxidation of aromatic and aliphatic triisopropylsilanylsulfanyls to sulfonyl chlorides: Preparation of sulfonamides
Gareau, Yves,Pellicelli, Jonathan,Laliberté, Sébastien,Gauvreau, Danny
, p. 7821 - 7824 (2007/10/03)
A series of aromatic and aliphatic triisopropylsilanylsulfanyls were prepared and oxidized to the sulfonyl chlorides with KNO3/SO 2Cl2. The sulfonyl chlorides were characterized via their conversion to sulfonamides.