A5019820098- Radical Photochemical Reactions
- Catalytic C–H Functionalization Methods
- Electrochemical Analysis and Applications
- CO2 Reduction Techniques and Catalysts
- Sulfur-Based Synthesis Techniques
- Protein Degradation and Inhibitors
- Catalytic Cross-Coupling Reactions
- Chemical Synthesis and Reactions
- Asymmetric Hydrogenation and Catalysis
- Click Chemistry and Applications
- Conducting polymers and applications
- Advanced biosensing and bioanalysis techniques
- Electrochemical sensors and biosensors
- Synthesis of β-Lactam Compounds
- Sphingolipid Metabolism and Signaling
- Peroxisome Proliferator-Activated Receptors
- Peptidase Inhibition and Analysis
- Synthesis and Catalytic Reactions
- E-Government and Public Services
- Porphyrin and Phthalocyanine Chemistry
- Semiconductor materials and devices
- Electrocatalysts for Energy Conversion
- Metal complexes synthesis and properties
Scripps Research Institute
2023-2025
Scripps Institution of Oceanography
2022-2024
Scripps (United States)
2022-2024
Torrey Pines Institute For Molecular Studies
2022-2024
A useful protocol for achieving decarboxylative cross-coupling (DCC) of redox-active esters (RAE, isolated or generated in situ) and halo(hetero)arenes is reported. This pragmatically focused study employs a unique Ag-Ni electrocatalytic platform to overcome numerous limitations that have plagued this strategically powerful transformation. In its optimized form, coupling partners can be combined surprisingly simple way: open the air, using technical-grade solvents, an inexpensive ligand Ni...
Carboxylic acids, the most versatile and ubiquitous diversity input used in medicinal chemistry for canonical polar bond constructions such as amide synthesis, can now be employed a fundamentally different category of reaction to make C-C bonds by harnessing power radicals. This outlook serves user-guide aid practitioners both design syntheses that leverage simplifying this disconnection precise tactics enable them. Taken together, emerging area holds potential rapidly accelerate access...
Abstract Simple access to aryl sulfinates from iodides and bromides is reported using an inexpensive Ni‐electrocatalytic protocol. The reaction exhibits a broad scope, uses stock solution of simple SO 2 as sulfur source, can be scaled up in batch recycle flow settings. limitations this are clearly shown put into context by benchmarking with state‐of‐the‐art Pd‐based methods.
Abstract There is a pressing need, particularly in the field of drug discovery, for general methods that will enable direct coupling tertiary alkyl fragments to (hetero)aryl halides. Herein uniquely powerful and simple set conditions achieving this transformation with unparalleled generality chemoselectivity disclosed. This new protocol placed context other recently reported methods, applied simplify routes known bioactive building blocks molecules, scaled up both batch flow. The role...
C-C linked glutarimide-containing structures with direct utility in the preparation of cereblon-based degraders (PROTACs, CELMoDs) can be assessed a single step from inexpensive, commercial α-bromoglutarimide through unique Brønsted-acid assisted Ni-electrocatalytic approach. The reaction tolerates broad array functional groups that are historically problematic and applied to simplified synthesis dozens known compounds have only been procured laborious, wasteful, multi-step sequences. is...
ABSTRACT Activity-based protein profiling (ABPP) of stereoisomerically defined sets electrophilic compounds (‘stereoprobes’) offers a versatile way to discover covalent ligands for proteins in native biological systems. Here we report the synthesis and chemical proteomic characterization stereoprobes bearing P(V)-oxathiaphospholane (OTP) reactive group. ABPP experiments identified numerous human cancer cells that showed stereoselective reactivity with OTP stereoprobes, confirmed several...
Abstract There is a pressing need, particularly in the field of drug discovery, for general methods that will enable direct coupling tertiary alkyl fragments to (hetero)aryl halides. Herein uniquely powerful and simple set conditions achieving this transformation with unparalleled generality chemoselectivity disclosed. This new protocol placed context other recently reported methods, applied simplify routes known bioactive building blocks molecules, scaled up both batch flow. The role...
Abstract Over the last fifty years, use of nickel catalysts for facilitating organic transformations has skyrocketed. Nickel(0) sources act as useful precatalysts because they can enter a catalytic cycle through ligand exchange, without needing to undergo additional elementary steps. However, most Ni(0) are synthesized with stoichiometric aluminum–hydride reductants, pyrophoric reagents that not atom‐economical and must be used at cryogenic temperatures. Here, we demonstrate Ni(II) salts...
A simple, modular, programmable approach to access complex stereopure azetidines through strain-release functionalization is disclosed. The synthetic methods developed enable parallel synthesis of stereodefined that would be otherwise laborious produce. Given the privileged nature these structures, a set ste-reoprobes for use in activity-based protein profiling was prepared and evaluated, revealing proteins human can-cer cells with were liganded clear stereo- chemo-selectivity
Carboxylic acids, the most versatile and ubiquitous diversity input used in medicinal chemistry for canonical polar bond constructions such as amide synthesis, can now be employed a fundamentally different category of reaction to make C–C bonds by harnessing power radicals. This outlook serves user guide aid practitioners both design syntheses that leverage simplifying this disconnection precise tactics enable them. Taken together emerging area holds potential rapidly accelerate access
C–C linked glutarimide-containing structures with direct utility in the preparation of cereblon-based degraders (PROTACs, CELMoDs) can be assessed a single step from inexpensive, commercial -bromoglutaramide through unique Brønsted-acid assisted Ni-electrocatalytic approach. The reaction tolerates broad array functional groups that are historically problematic and applied to simplified synthesis dozens known compounds have only been procured laborious, wasteful, multistep sequences. is...
A useful protocol for achieving decarboxylative cross coupling (DCC) of redox-active esters (RAE, isolated or generated in situ) and halo(hetero)arenes is reported. This pragmatically focused study employs a unique Ag-Ni electrocatalytic platform to overcome numerous limitations that have plagued this strategically powerful transformation. In its optimized form partners can be combined surprisingly simple way: open the air, technical grade solvents, an inexpensive ligand Ni source,...
There is a pressing need, particularly in the field of drug discovery, for general methods that will enable direct coupling tertiary alkyl frag-ments to (hetero)aryl halides. Herein uniquely powerful and simple set conditions achieving this transformation with unparalleled generality chemoselectivity disclosed. This new protocol placed context other recently reported methods, applied simplify routes known bioactive building blocks molecules, scaled up both batch flow. The role pyridine...
Abstract C−C linked glutarimide‐containing structures with direct utility in the preparation of cereblon‐based degraders (PROTACs, CELMoDs) can be assessed a single step from inexpensive, commercial α‐bromoglutarimide through unique Brønsted‐acid assisted Ni‐electrocatalytic approach. The reaction tolerates broad array functional groups that are historically problematic and applied to simplified synthesis dozens known compounds have only been procured laborious, wasteful, multi‐step...
Synthetic organic electrochemistry is recognized as one of the most sustainable forms redox chemistry that can enable a wide variety useful transformations. In this study, readily prepared pyrolytic carbon electrodes are explored in several powerful rAP transformations well C–C and C–N bond forming reactions. Pyrolytic provides an alternative to classic amorphous carbon-based materials either expensive or ill-suited large-scale flow
Abstract Synthetic organic electrochemistry is recognized as one of the most sustainable forms redox chemistry that can enable a wide variety useful transformations. In this study, readily prepared pyrolytic carbon electrodes are explored in several powerful rAP transformations well C−C and C−N bond forming reactions. Pyrolytic provides an alternative to classic amorphous carbon‐based materials either expensive or ill‐suited large‐scale flow
Abstract Synthetic organic electrochemistry is recognized as one of the most sustainable forms redox chemistry that can enable a wide variety useful transformations. In this study, readily prepared pyrolytic carbon electrodes are explored in several powerful rAP transformations well C−C and C−N bond forming reactions. Pyrolytic provides an alternative to classic amorphous carbon‐based materials either expensive or ill‐suited large‐scale flow
Over the last fifty years, use of nickel catalysts for facilitating organic transformations has skyrocketed. Ni(0) sources act as useful precatalysts because they can enter a catalytic cycle through ligand exchange, without needing to undergo additional elementary steps. However, most are synthesized with stoichiometric aluminum–hydride reductants, pyrophoric reagents that not atom-economical and must be used at cryogenic temperatures. Here, we demonstrate Ni(II) salts reduced on preparative...
Abstract Simple access to aryl sulfinates from iodides and bromides is reported using an inexpensive Ni‐electrocatalytic protocol. The reaction exhibits a broad scope, uses stock solution of simple SO 2 as sulfur source, can be scaled up in batch recycle flow settings. limitations this are clearly shown put into context by benchmarking with state‐of‐the‐art Pd‐based methods.
Abstract Over the last fifty years, use of nickel catalysts for facilitating organic transformations has skyrocketed. Nickel(0) sources act as useful precatalysts because they can enter a catalytic cycle through ligand exchange, without needing to undergo additional elementary steps. However, most Ni(0) are synthesized with stoichiometric aluminum–hydride reductants, pyrophoric reagents that not atom‐economical and must be used at cryogenic temperatures. Here, we demonstrate Ni(II) salts...
Simple access to aryl sulfinates from iodides and bromides is reported using an inexpensive Ni-electrocatalytic protocol. The reaction exhibits a broad scope, uses stock solution of simple SO2 as sulfur source, can be scaled up in batch recycle flow settings. limitations this are clearly shown put into context by benchmarking with state-of-the-art Pd-based methods.