Gregory R. Alvey

ORCID: 0009-0006-2467-5338
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About
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Research Areas
  • Catalytic C–H Functionalization Methods
  • Radical Photochemical Reactions
  • Sulfur-Based Synthesis Techniques
  • Crystallization and Solubility Studies
  • Catalytic Cross-Coupling Reactions
  • X-ray Diffraction in Crystallography
  • Synthesis and Catalytic Reactions
  • Catalytic Alkyne Reactions
  • Oxidative Organic Chemistry Reactions
  • Synthesis of heterocyclic compounds
  • Chemical Synthesis and Analysis
  • Chemical synthesis and alkaloids

KTH Royal Institute of Technology
2022-2025

Herein, we report a silver-catalyzed protocol for decarboxylative cross-coupling between carboxylic acids and isocyanides, leading to linear amide products through free-radical mechanism. The disclosed approach provides general entry variety of decorated amides, accommodating diverse array radical precursors, including aryl, heteroaryl, alkynyl, alkenyl, alkyl acids. Notably, the proved be efficient late-stage functionalization several elaborate pharmaceuticals, demonstrating its potential...

10.1021/acs.orglett.4c00872 article EN cc-by Organic Letters 2024-04-12

A protocol for silver-catalyzed controlled intermolecular cross-coupling of silyl enolates is disclosed. The displays good functional group tolerance and allows efficient preparation a series synthetically useful 1,4-diketones. Preliminary mechanistic investigations suggest that the reaction proceeds through one-electron process involving free radical species in which PhBr acts as oxidant.

10.1021/acs.orglett.2c01477 article EN cc-by Organic Letters 2022-06-17

A practical protocol for the stereoselective synthesis of unnatural α-amino acids is disclosed, using ubiquitous aliphatic alcohols as radical precursors to form acid backbone under redox-neutral photoredox-mediated conditions.

10.1039/d4sc00403e article EN cc-by Chemical Science 2024-01-01

A protocol for a tandem Pd/Cu-catalyzed intermolecular cross-coupling cascade between o-bromobenzoic acids and 2-(2-bromoaryl)-1H-benzo[d]imidazoles or the corresponding imidazoles is presented. The provides conceptually novel controlled access to synthetically useful N-fused (benzo)imidazophenanthridine scaffolds with high efficiency, broad substrate scope, excellent functional group compatibility.

10.1021/acs.orglett.2c03647 article EN cc-by Organic Letters 2022-12-13

A copper-assisted Wittig-type olefination of aldehydes and p -toluenesulfonyl isocyanide (TosMIC) is disclosed, providing an operationally simple approach to ( E )-vinyl sulfone with various functional groups under mild reaction conditions.

10.1039/d2qo00472k article EN cc-by Organic Chemistry Frontiers 2022-01-01

Herein, a straightforward synthetic approach for the construction of phenanthridin-6(5H)-one skeletons is disclosed. The developed protocol relies on palladium catalysis, providing controlled access to range functionalized phenanthridin-6(5H)-ones in 59-88% yields. Furthermore, plausible reaction pathways are proposed based mechanistic experiments.

10.1021/acs.joc.3c01429 article EN cc-by The Journal of Organic Chemistry 2023-08-23

Unnatural amino acids (UAAs) have shown great potential to enhance the pharmacological properties of peptides and represent a key motif in wide range biologically relevant natural products. Herein, we disclose protocol that facilitates asymmetric synthesis UAAs from widely abundant amines through photoredox-mediated α-amino C–H bond activation. The platform utilizes either strongly oxidizing organic acridinium or decatungstate as photocatalyst generate radicals variety amines, which are then...

10.26434/chemrxiv-2024-9fdqn preprint EN cc-by 2024-04-05

Herein, we present a prominent metal-free C-N cross-coupling platform that enables access to carbamoyl- and ketoazides from isocyanides or silyl enol ethers trimethylsilyl azide (TMSN

10.1021/acs.orglett.4c03212 article EN cc-by Organic Letters 2024-10-17

An efficient protocol for the asymmetric synthesis of unnatural amino acids is realized through photoredox-mediated C–O bond activation oxalate esters derived from aliphatic alcohols as radical precursors. The developed system uses chiral glyoxylate-derived N-sulfinyl imine acceptor and allows quick access to a range functionalized an atom-economical redox-neutral process with CO2 only stoichiometric by-product.

10.26434/chemrxiv-2023-dnbpx preprint EN cc-by-nc 2023-05-15
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