Imaging drug uptake by bioorthogonal stimulated Raman scattering microscopy
Stimulated Raman scattering (SRS) microscopy in tandem with bioorthogonal Raman labelling enables intracellular drug concentrations, distribution and therapeutic response to be measured in living cells.
Introducing unactivated acyclic internal aliphatic olefins into a cobalt catalyzed allylic selective dehydrogenative Heck reaction
A highly regio- and stereoselective cobalt catalyzed allylic selective dehydrogenative Heck reaction with internal aliphatic olefins was developed. Both internal and terminal aliphatic olefins can be employed, thereby significantly expanding the scope of alkenylation chemistry.
A complex stereochemical relay approach to the antimalarial alkaloid ocimicide A1. Evidence for a structural revision
The core structure of the potent antimalarial alkaloid ocimicide A1 was prepared by a complex stereochemical relay. Computational studies suggest a structural revision of the metabolite is necessary.
The development and mechanistic investigation of a palladium-catalyzed 1,3-arylfluorination of chromenes
A mild palladium-catalyzed ligand-controlled regioselective 1,3-arylfluorination of 2[H]-chromenes has been developed.
Versatile routes for synthesis of diarylamines through acceptorless dehydrogenative aromatization catalysis over supported gold–palladium bimetallic nanoparticles
In the presence of Au–Pd/TiO2, various kinds of symmetrically and unsymmetrically substituted diarylamines could effectively be synthesized starting from various combinations of substrates.
Identification of monodentate oxazoline as a ligand for copper-promoted ortho-C–H hydroxylation and amination
The use of a weakly coordinating monodentate directing group for copper-mediated ortho-hydroxylation and amination reactions allows for the identification of an external oxazoline ligand as a promoter.
Selective synthesis of unsymmetric dibenzo[a,e]pentalenes by a rhodium-catalysed stitching reaction
A rhodium-catalysed stitching reaction between 2-(silylethynyl)arylboronates and 2-(silylethynyl)aryl bromides has been developed for the synthesis of unsymmetric dibenzo[a,e]pentalenes.
Enantioselective bifunctional iminophosphorane catalyzed sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters
The highly enantioselective sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters catalyzed by a bifunctional iminophosphorane (BIMP) organocatalyst is described.
Understanding and predicting the potency of ROS-based enzyme inhibitors, exemplified by naphthoquinones and ubiquitin specific protease-2
A multidisciplinary approach, composed of organic synthesis, electrochemistry, electrocatalysis and cellular studies, for correlating the molecular features of a 1,2-naphthoquinone scaffold with its ROS generating ability.
Square channels formed by a peptide derived from transthyretin
X-ray crystallography reveals that a macrocyclic peptide derived from transthyretin (TTR) assembles to form square channels.
The reactivity and conformational control of cyclic tetrapeptides derived from aziridine-containing amino acids
Regioselective ring-opening at a flexible N-acyl aziridine enables conformational control of α3β cyclic tetrapeptides through torsional strain.
Pd-catalyzed dehydrogenative annulation approach for the efficient synthesis of phenanthridinones
A novel Pd-catalyzed intermolecular dehydrogenative annulation of aryl iodides and aryl carbamic chlorides for the efficient synthesis of phenanthridinone derivatives was developed.
Highly efficient synthesis and stereoselective migration reactions of chiral five-membered aza-spiroindolenines: scope and mechanistic understanding
Ir-catalyzed asymmetric allylic dearomatization affords five-membered aza-spiroindolenines, from which enantioenriched Pictet–Spengler-type products are obtained via a highly stereoselective migration.
Directing group assisted meta-hydroxylation by C–H activation
The first template assisted meta-hydroxylation strategy and its use in the synthesis of resveratrol precursor and QR-activity inducer with detailed experimental and in-silico mechanistic understanding.
Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid
Asymmetric addition of unactivated α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid catalyst, generates an all-carbon quaternary stereocenter with broad substrate scope and high enantioselectivity.
Rational design of a quantitative, pH-insensitive, nucleic acid based fluorescent chloride reporter
This study describes the rational design of a DNA-based chloride reporter.
Rhodium-catalyzed asymmetric synthesis of silicon-stereogenic silicon-bridged arylpyridinones
A rhodium-catalyzed regio- and enantioselective synthesis of silicon-stereogenic silicon-bridged arylpyridinones was developed. A reasonable catalytic cycle was also experimentally established.
Rhodium-catalyzed oxidative amidation of allylic alcohols and aldehydes: effective conversion of amines and anilines into amides
The rhodium-catalyzed oxidative amidation of allylic alcohols and aldehydes is reported.
Visible light-mediated gold-catalysed carbon(sp2)–carbon(sp) cross-coupling
A new method for the alkynylation of aryldiazonium salts with TMS-alkynes via dual gold and photoredox catalysis is described.
About this collection
We are delighted to present this web collection which contains selected contributions from the ISACS19: Challenges in Organic Chemistry meeting held in Irvine, United States in March 2016. Delegates from countries around the world gathered to hear from leading researchers in this exciting field and now we have the opportunity to share with you exciting new research from a number of our plenary speakers and scientific committee members. We hope you enjoy the collection.