Visible-Light-Induced Photoredox Construction of Trifluoromethylated Quaternary All-Carbon Centers and Tertiary Alcohols via C(sp3)–Si Bond Cleavage DOI
Dachang Bai,

Dandan Ma,

Lingna Chang

et al.

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

Published: Oct. 10, 2024

Abstract The construction of trifluoromethylated quaternary carbon centers and tertiary alcohols is realized by organo-photoredox catalysis. process proceeds via visible-light-induced C(sp3)–Si bond cleavage for the generation α-trifluoromethylated benzyl radicals, which are readily trapped electron-deficient alkenes with excellent regioselectivity all-carbon centers. α-difluoromethyl counterparts also suitable this radical conjugate addition. Furthermore, in situ oxidation these radicals O2 from air affords high yields, extends Fleming–Tamao reaction to systems.

Language: Английский

A Photo- and Cobalt-Catalyzed Highly Selective and Divergent Hydrofunctionalization of 1,3-Dienes with Phenols DOI Creative Commons
Yue Wang, Jun Miao, Honglin Dong

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

An applicable cobalt-hydride-mediated selective, divergent hydroetherification and sequential hydroetherification/hydroarylation of 1,3-dienes with simple phenol feedstocks under a photoredox cobalt catalytic system have been developed. A variety allyl aryl ethers value-added chroman derivatives can be obtained in good to excellent yields stereoselectivity. This method not only obviates the need for extra hydrosilanes stoichiometric oxidants, thereby offering exceedingly mild conditions alkene hydroetherification, but also represents first case CoH-HAT-catalyzed double hydrofunctionalization alkenes sole nucleophile. The continuous selective bond-forming expands applications cobalt-hydride MHAT reaction provides novel approach design synthesis heterocyclic molecules.

Language: Английский

Citations

1

Recent Advances in Transition-Metal Catalyzed C—H Bond Activation for the Synthesis of C(sp3)-Fluoroalkyl Compounds DOI
Manman Wang, Wenhui Xi, Hao Wu

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(2), P. 516 - 516

Published: Jan. 1, 2025

Language: Английский

Citations

0

Construction of Benzoxazole and Isoquinoline Compounds via Base-Mediated Cyclization of Amino Acid Derivatives DOI

Yilian Song,

Zechao Liu,

Chuangchuang Liu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 19, 2025

Biological organisms contain bioactive macromolecules such as amino acids, which serve basic materials for constructing cells and repairing tissues. Due to the unique properties of fluorine atom, can alter structure proteins increase their lipophilicity, incorporating a atom into acids has become research hotspot. In this study, ethyl 3-bromo-2-((diphenylmethylene)amino)-3,3-difluoropropanoate was synthesized from glycine derivatives. Under alkaline conditions, compound reacted with 2-aminophenol generate benzoxazole-containing acid derivative. This method is simple operate, without metal participation, performed under relatively eco-friendly reaction providing novel approach synthesis benzoxazole heterocycles.

Language: Английский

Citations

0

Synthesis of Axially Chiral Monofluoroalkenes via Nickel-Catalyzed Reductive Cross-Coupling of gem-Difluoroalkenes DOI
Tiantian Yin, Ming Yu Jin, Tiantian Zhao

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 13, 2024

Enantioenriched monofluoroalkenes are important structural motifs in life science and functional materials. To date, only limited strategies were reported for the synthesis of with stereogenic carbon centers; axially chiral counterpart is still highly desirable. Herein, we report Ni-catalyzed defluorinative cross-electrophile coupling

Language: Английский

Citations

1

Visible-Light-Induced Photoredox Construction of Trifluoromethylated Quaternary All-Carbon Centers and Tertiary Alcohols via C(sp3)–Si Bond Cleavage DOI
Dachang Bai,

Dandan Ma,

Lingna Chang

et al.

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

Published: Oct. 10, 2024

Abstract The construction of trifluoromethylated quaternary carbon centers and tertiary alcohols is realized by organo-photoredox catalysis. process proceeds via visible-light-induced C(sp3)–Si bond cleavage for the generation α-trifluoromethylated benzyl radicals, which are readily trapped electron-deficient alkenes with excellent regioselectivity all-carbon centers. α-difluoromethyl counterparts also suitable this radical conjugate addition. Furthermore, in situ oxidation these radicals O2 from air affords high yields, extends Fleming–Tamao reaction to systems.

Language: Английский

Citations

0