Abstract A visible-light-mediated photocatalytic umpolung synthesis of 1,3-diamines from in situ-generated imines and dehydroalanine derivatives is described. Pivoting on a key nucleophilic addition of photocatalytically generated α-amino radicals...
Featured Article
Late-Stage Sulfoximidation of Electron-Rich Arenes by Photoredox Catalysis
Abstract The sulfoximine group has been reported as a versatile and beneficial functionality for pharmaceutical or agrochemical entities. Herein, we report the Csp2–H sulfoximidation of electron-rich arenes under the irradiation of blue light...
Photoinduced Remote Functionalization of Amides and Amines Using Electrophilic Nitrogen Radicals
Abstract The selective functionalization of C(sp3)-H bonds at distal positions to functional groups is a challenging task in synthetic chemistry. Reported here is a photoinduced radical cascade strategy for the divergent functionalization of amides...
Radical Deoxychlorination of Cesium Oxalates for the Synthesis of Alkyl Chlorides
Abstract A radical deoxychlorination of cesium oxalates has been developed for the preparation of hindered secondary and tertiary alkyl chlorides. The reaction tolerates a number of functional groups, including ketones, alcohols, and amides, and...
Air‐Stable CpCoI–Phosphite–Fumarate Precatalyst in Cyclization Reactions: Comparing Different Methods of Energy Supply
Abstract The robust CoIprecatalyst [CpCo(P{OEt}3)(trans"MeO2CHC=CHCO2Me)] was investigated in cyclotrimerizations, furnishing benzenes and pyridines from triynes, diynes and nitriles, comparing the influence of different ways of energy supply;...
Electrophile, Substrate Functionality, and Catalyst Effects in the Synthesis of α‐Mono and Di‐Substituted Benzylamines via Visible‐Light Photoredox Catalysis in Flow
Abstract We report herein the facile and one"pot synthesis of α"mono" and di"substituted benzylamines from cheap and readily available α"amino acids, via photocatalytic decarboxylative arylation in flow. This enables to access intermediates and...
Photocatalytic reverse polarity Povarov reaction
Abstract A visible light mediated iridium photocatalysed reverse polarity Povarov reaction of aryl imines and electron deficient alkenes is described. Operatingviaa putative nucleophilic α-amino radical, generated by a proton coupled electron...
Photoredox Iridium–Nickel Dual-Catalyzed Decarboxylative Arylation Cross-Coupling: From Batch to Continuous Flow via Self-Optimizing Segmented Flow Reactor
Abstract Photoredox decarboxylative cross-coupling via iridium–nickel dual catalysis has emerged as a valuable method for C(sp2)–C(sp3) bond formation. Herein we describe the application of a segmented flow ("microslug") reactor equipped with a...
Photoredox Synthesis of Arylhydroxylamines from Carboxylic Acids and Nitrosoarenes
Abstract Hydroxylamines are found in biologically active compounds and serve as building blocks for the preparation of nitrogen-containing molecules. Here the direct conversion of carboxylic acids into the corresponding alkylhydroxylamines using...
PhotoReactor Setup
The need for a simple and robust device to perform visible-light photoredox catalysis has become increasingly important. Learn about our setup.
The impact of high-throughput catalyst screening in drug discovery
The recent trend of chemical catalysis centers and industry-academia partnerships has led to an influx of new reactions with direct applications for medicinal chemists1. High-throughput experimentation (HTE) approaches have significantly lowered...