Organic Letters, Journal Year: 2024, Volume and Issue: 26(48), P. 10317 - 10321
Published: Nov. 21, 2024
Synthesis of
Language: Английский
Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(22)
Published: March 22, 2024
Abstract The use of gem ‐difluorinated cyclopropanes ( ‐DFCPs) as fluoroallyl surrogates under transition‐metal catalysis has drawn considerable attention recently but such reactions are restricted to producing achiral or racemic mono‐fluoroalkenes. Herein, we report the first enantioselective allylation indoles rhodium with ‐DFCPs. This reaction shows exceptional branched regioselectivity towards ‐DFCPs, which provides an efficient route enantioenriched fluoroallylated wide substrate scope and good functional group tolerance.
Language: Английский
Citations
15
Advanced Science, Journal Year: 2024, Volume and Issue: 11(18)
Published: March 9, 2024
Abstract Transition‐metal (TM) catalyzed reaction of gem ‐difluorinated cyclopropanes ( ‐DFCPs) has drawn much attention recently. The generally occurs via the activation distal C─C bond in ‐DFCPs by a low‐valent TM through oxidative addition, eventually producing mono‐fluoro olefins as coupling products. However, achieving regioselective proximal that overcomes intrinsic reactivity catalysis remains elusive. Here, new mode enabled high‐valent copper catalysis, which allows exclusive congested is presented. achieves fluoroarylation uses NFSI (N‐fluorobenzenesulfonimide) electrophilic fluoro reagent and arenes C─H nucleophiles, enabling synthesis diverse CF 3 ‐containing scaffolds. It proposed species plays an important role possibly σ‐bond metathesis.
Language: Английский
Citations
6
Chemical Science, Journal Year: 2024, Volume and Issue: 15(34), P. 13800 - 13806
Published: Jan. 1, 2024
Metathesis reactions have been established as a powerful tool in organic synthesis. While great advances were achieved double-bond metathesis, like olefin metathesis and carbonyl single-bond has received less attention the past decade. Herein, we describe first C(sp
Language: Английский
Citations
5
Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(22)
Published: March 22, 2024
Abstract The use of gem ‐difluorinated cyclopropanes ( ‐DFCPs) as fluoroallyl surrogates under transition‐metal catalysis has drawn considerable attention recently but such reactions are restricted to producing achiral or racemic mono‐fluoroalkenes. Herein, we report the first enantioselective allylation indoles rhodium with ‐DFCPs. This reaction shows exceptional branched regioselectivity towards ‐DFCPs, which provides an efficient route enantioenriched fluoroallylated wide substrate scope and good functional group tolerance.
Language: Английский
Citations
1
Organic Letters, Journal Year: 2024, Volume and Issue: unknown
Published: Dec. 4, 2024
Difluoromethylene and pyridine cores are very important structural units in medicinal chemistry. Herein, we report the development of photoredox-catalyzed ring-opening 1,3-alkoxypyridylation gem-difluorinated cyclopropanes using 4-cyanopyrines alcohols, employing cyclopropane radical cations as key intermediate. The reaction exhibits high regioselectivity under mild conditions can also be practiced on gram-scale synthesis, telescoped reaction, late-stage functionalization biological molecules.
Language: Английский
Citations
1
Organic Letters, Journal Year: 2024, Volume and Issue: 26(48), P. 10317 - 10321
Published: Nov. 21, 2024
Synthesis of
Language: Английский
Citations
0