Nickel-Catalyzed Reductive Cyanation of Aryl Halides and Epoxides with Cyanogen Bromide DOI Creative Commons

Yujuan Wu,

Chen Ma, Muhammad Bılal

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(24), P. 6016 - 6016

Published: Dec. 20, 2024

Nitriles are valuable compounds because they have widespread applications in organic chemistry. This report details the nickel-catalyzed reductive cyanation of aryl halides and epoxides with cyanogen bromide for synthesis nitriles. robust protocol underscores practicality using a commercially available cost-effective reagent. A variety featuring diverse functional groups, such as -TMS, -Bpin, -OH, -NH2, -CN, -CHO, were successfully converted into nitriles moderate-to-good yields. Moreover, syntheses at gram-scale application late-stage natural products drugs reinforces its potentiality.

Language: Английский

Advances in the Synthesis of α-Trifluoromethyl Ketones and Their Application via Defluorinative Reactions DOI
San-Zhu Cao, Yunyun Liu, Jie‐Ping Wan

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 86 - 86

Published: Jan. 1, 2025

Language: Английский

Citations

0
Nickel-catalysed highly regioselective synthesis of β-acyl naphthalenes under reductive conditions DOI

Yujuan Wu,

Chen Ma,

Jia-Fan Qiao

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(44), P. 5723 - 5726

Published: Jan. 1, 2024

A nickel-catalysed reductive ring-opening reaction of 7-oxabenzonorbornadienes with acyl chlorides as the electrophilic coupling partner was developed, generating β-acyl naphthalene unique product without any α iso.

Language: Английский

Citations

2
Transition-Metal-Free Hydrodefluoroamination of Trifluoromethyl Enones for the Synthesis of α-Fluoroenamides DOI

Ya‐Fei Hu,

M Kellis,

Ming-Yao Tang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(14), P. 10299 - 10310

Published: July 2, 2024

A three-component strategy was developed to enable hydrodefluoroamination of β-trifluoromethyl enones by selectively activating two C(sp3)-F bonds in the trifluoromethyl group. The method involved a sequence carbonyl reduction, hydrodefluorination, and defluoroamination under transition-metal-free conditions. Synthetically useful (E)-stereospecific α-fluoroenamides were obtained good yields with diverse functional group tolerance, which could be easily transformed into valuable organofluorides heterocycles. auxiliary exerts both electronic steric impacts on CF3-alkenes, allowing for controllable selective defluorination.

Language: Английский

Citations

0
Nickel-Catalyzed Reductive Cyanation of Aryl Halides and Epoxides with Cyanogen Bromide DOI Creative Commons

Yujuan Wu,

Chen Ma, Muhammad Bılal

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(24), P. 6016 - 6016

Published: Dec. 20, 2024

Nitriles are valuable compounds because they have widespread applications in organic chemistry. This report details the nickel-catalyzed reductive cyanation of aryl halides and epoxides with cyanogen bromide for synthesis nitriles. robust protocol underscores practicality using a commercially available cost-effective reagent. A variety featuring diverse functional groups, such as -TMS, -Bpin, -OH, -NH2, -CN, -CHO, were successfully converted into nitriles moderate-to-good yields. Moreover, syntheses at gram-scale application late-stage natural products drugs reinforces its potentiality.

Language: Английский

Citations

0