3237-31-8Relevant articles and documents
Phosphine/Photoredox Catalyzed Anti-Markovnikov Hydroamination of Olefins with Primary Sulfonamides via α-Scission from Phosphoranyl Radicals
Chinn, Alex J.,Sedillo, Kassandra,Doyle, Abigail G.
supporting information, p. 18331 - 18338 (2021/11/10)
New strategies to access radicals from common feedstock chemicals hold the potential to broadly impact synthetic chemistry. We report a dual phosphine and photoredox catalytic system that enables direct formation of sulfonamidyl radicals from primary sulf
A Versatile Electrochemical Batch Reactor for Synthetic Organic and Inorganic Transformations and Analytical Electrochemistry
Bourne, Richard A.,Kapur, Nikil,Nicholls, Thomas P.,Schotten, Christiane,Stephen, Hamish R.,Willans, Charlotte E.,Woodward, Madeleine
, p. 1084 - 1089 (2020/07/06)
A standardized and versatile electrochemical batch reactor that has wide applicability in both organic and inorganic synthesis and analytical electrochemistry has been developed. A variety of synthetic electrochemical transformations have been performed to showcase the versatility and demonstrate the reactor, including the synthesis of five Cu(I)-NHC complexes, two Au(I)-NHC complexes, and one Fe(II)-NHC complex as well as an Fe(III)-salen complex. The reactor is based on a commercially available vial with an adapted lid, making it inexpensive and highly flexible. It features a fixed interelectrode distance, which is crucial for reproducibility, along with the ability to accommodate a variety of interchangeable electrode materials. The reactor has also been used in conjunction with a parallel plate, allowing rapid screening and optimization of an organic electrochemical transformation. Cyclic voltammetry has been performed within the reactor on a range of imidazolium salt analytes with the use of an external potentiostat. The ability to use this reactor for both analytical and synthetic organic and inorganic chemistry is enabled by a flexible and characterizable design.
Iron-Catalyzed Hydroamination and Hydroetherification of Unactivated Alkenes
Marcyk, Paul T.,Cook, Silas P.
supporting information, p. 1547 - 1550 (2019/03/08)
The hydrofunctionalization of alkenes, explored for over 100 years, offers the potential for a direct, atom-economical approach to value-added products. While thermodynamically favored, the kinetic barrier to such processes necessitates the use of catalysts to control selectivity and reactivity. Modern variants typically rely on noble metals that require different ligands for each class of hydrofunctionalization, thereby limiting generality. This Letter describes a general iron-based system that catalyzes the hydroamination and hydroetherification of simple unactivated olefins.