Attempts on Fluorinative Transformation of Selected Functionalized Cycloalkene Scaffolds through Aziridination/Aziridine-Opening Protocol DOI

Melinda Nonn,

Lóránd Kiss, Tamás T. Novák

et al.

Synlett, Journal Year: 2024, Volume and Issue: unknown

Published: June 24, 2024

Abstract Studies on the transformations of some functionalized cycloalkene derivatives through their ring olefin-bond aziridination/aziridine opening with fluoride are presented. The selected model compounds submitted to fluorinative functionalization were an amino ester and diesters a cyclohexene skeleton as well cyclopentene-fused β-lactam. Functionalization proceeded across substrate-directed diastereoselective aziridination, followed by fluoride-mediated aziridine or intramolecular lactonization giving fluorinated lactone derivatives.

Language: Английский

One-pot multistep synthesis of 1-fluoroalkylisoquinolines and fused fluoroalkylpyridines from N-fluoroalkyl-1,2,3-triazoles DOI Creative Commons
Anna Kubíčková, S. Voltrová, Adam F. Kleman

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(16), P. 4442 - 4448

Published: Jan. 1, 2024

Microwave heating of N -fluoroalkyl-1,2,3-triazoles proceeding via ketenimines and difluoroazadienes provided 1-fluoroalkyl-3-fluoroisoquinolines.

Language: Английский

Citations

2

Metal-Free Synthesis of 2-(per)Fluoroalkyl-3-nitro Indoles via Intramolecular Cyclization of Amides DOI
Grigorii K. Sterligov, Maria A. Rasskazova,

Egor A. Drokin

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 12, 2024

A metal-free intramolecular cyclization of N-acyl amides for the synthesis 3-nitro-2-(per)fluoroalkyl indoles is reported. Good functional group tolerance and a broad range substrates are features this approach. The developed method easy to operate suitable preparation 2-difluoromethyl/trifluoromethyl/perfluoroethyl/perfluoropropyl in yields 84 99%. Also, application protocol gram scale shown.

Language: Английский

Citations

1

Attempts on Fluorinative Transformation of Selected Functionalized Cycloalkene Scaffolds through Aziridination/Aziridine-Opening Protocol DOI

Melinda Nonn,

Lóránd Kiss, Tamás T. Novák

et al.

Synlett, Journal Year: 2024, Volume and Issue: unknown

Published: June 24, 2024

Abstract Studies on the transformations of some functionalized cycloalkene derivatives through their ring olefin-bond aziridination/aziridine opening with fluoride are presented. The selected model compounds submitted to fluorinative functionalization were an amino ester and diesters a cyclohexene skeleton as well cyclopentene-fused β-lactam. Functionalization proceeded across substrate-directed diastereoselective aziridination, followed by fluoride-mediated aziridine or intramolecular lactonization giving fluorinated lactone derivatives.

Language: Английский

Citations

0