Recent updates and future perspectives in aziridine synthesis and reactivity

HJ Dequina, CL Jones, JM Schomaker - Chem, 2023 - cell.com
In this review, selected recent advances in the preparation and reactivity of aziridines using
modern synthetic approaches are highlighted, while comparing these new strategies with …

Recent advances in the accessibility, synthetic utility, and biological applications of aziridines

C Dank, L Ielo - Organic & Biomolecular Chemistry, 2023 - pubs.rsc.org
Compounds featuring aziridine moieties are widely known and extensively reported in the
literature. Due to their great potential from both synthetic and pharmacological points of …

Aza-Matteson reactions via controlled mono-and double-methylene insertions into nitrogen–boron bonds

Q Xie, G Dong - Journal of the American Chemical Society, 2021 - ACS Publications
Boron-homologation reactions represent an efficient and programmable approach to
prepare alkylboronates, which are valuable and versatile synthetic intermediates. The …

Sonogashira Cross-Coupling of Aryl Ammonium Salts by Selective C–N Activation Catalyzed by Air- and Moisture-Stable, Highly Active [Pd(NHC)(3-CF3-An)Cl2] (An …

P Lei, Y Wang, C Zhang, Y Hu, J Feng, Z Ma, X Liu… - Organic …, 2022 - ACS Publications
We report the Sonogashira cross-coupling of aryl ammonium salts catalyzed by air-and
moisture-stable [Pd (NHC)(3-CF3-An) Cl2](An= aniline). This highly active Pd (II)–NHC …

Synthesis of trifluoromethylated aziridines via photocatalytic amination reaction

Y Guo, C Pei, S Jana, RM Koenigs - ACS Catalysis, 2020 - ACS Publications
Trifluoromethylated aziridines are the smallest fluorinated N-heterocycle and represent
important strategic building blocks with broad application in drug discovery for the synthesis …

Programmable ether synthesis enabled by oxa-Matteson reaction

Q Xie, G Dong - Journal of the American Chemical Society, 2022 - ACS Publications
The Matteson-type reactions have received increasing interest in constructing complex
organic molecules via iterative synthetic strategies; however, the current tactics are almost …

Direct and Chemoselective Synthesis of Tertiary Difluoroketones via Weinreb Amide Homologation with a CHF2-Carbene Equivalent

M Miele, A Citarella, N Micale, W Holzer, V Pace - Organic letters, 2019 - ACS Publications
The homologation of Weinreb amides into difluoromethylketones with a formal nucleophilic
CHF2 transfer agent is reported. Activating TMSCHF2 with potassium tert-amylate enables a …

Base-mediated homologative rearrangement of nitrogen–oxygen bonds of N-methyl-N-oxyamides

M Malik, R Senatore, T Langer, W Holzer, V Pace - Chemical Science, 2023 - pubs.rsc.org
Due to the well known reactivity of C (O)–N functionalities towards canonical C1-
homologating agents (eg carbenoids, diazomethane, ylides), resulting in the extrusion of the …

Programmable Amine Synthesis via Iterative Boron Homologation

Q Xie, R Zhang, G Dong - Angewandte Chemie International …, 2023 - Wiley Online Library
The value of Matteson‐type reactions has been increasingly recognized for developing
automated organic synthesis. However, the typical Matteson reactions almost exclusively …

Consecutive and selective double methylene insertion of lithium carbenoids to isothiocyanates: a direct assembly of four‐membered sulfur‐containing cycles

R Senatore, M Malik, T Langer, W Holzer… - Angewandte …, 2021 - Wiley Online Library
Abstract A formal CH2− CH2 homologation conducted with C1 carbenoids on a carbon
electrophile for the obtainment of a four‐membered cycle is reported. The logic proposes the …