Intramolecular/Intermolecular Sequential Cyclization Accompanied by Double C–F Bond Cleavage: Access to Tricyclic Fluorine-Containing Pyrano[3,2-c]chromenes DOI
Dongsheng Yang, Xiang‐Long Chen, Chun‐Yan Wu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(22), P. 16553 - 16563

Published: Oct. 28, 2024

Defluorinative cyclization of CF

Language: Английский

“On-water” defluorinative cyclization of trifluoromethyl enones with phosphine oxides: synthesis of polysubstituted furans DOI

Man-Hang Feng,

Shu-Ji Gao,

M Kellis

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 3974 - 3981

Published: Jan. 1, 2024

A defluorinative cyclization of readily available trifluoromethyl enones with phosphine oxides for the synthesis polysubstituted furans is developed in a pure water solution.

Language: Английский

Citations

9

Water-promoted defluorinative synthesis of fluoroalkylated 1,5-diazapentadienes by using (NH4)2CO3 as an NH2 and NH source DOI
Wei Han, Yulan Chen,

Xi Tang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(23), P. 9672 - 9679

Published: Jan. 1, 2023

A H 2 O-promoted and (NH 4 ) CO 3 -enabled defluoroiminization reaction of fluoroalkyl alkenes for the synthesis fluoroalkylated 1,5-diazapentadienes has been developed.

Language: Английский

Citations

17

TEMPO/PhI(OAc)2 promotes the α-aminophosphinoylation of alcohols with amines and H-phosphine oxides in aqueous medium DOI

Qiang Huang,

Xin Jin,

Lvjia Wu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(19), P. 3860 - 3865

Published: Jan. 1, 2024

The aminophosphinoylation of alcohols with amines and H-phosphine oxides provides an efficient mild approach to access various α-aminoalkylphosphine in good yields tolerance functional groups using H 2 O as a clean solvent.

Language: Английский

Citations

4

Sequential In Situ-Formed Kukhtin–Ramirez Adduct and P(NMe2)3-Catalyzed O-Phosphination of α-Dicarbonyls with P(O)–H DOI
Yuan‐Yuan Huang, Nan Wang, Zheng‐Guang Wu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(42), P. 7595 - 7600

Published: Oct. 13, 2023

O-Phosphination of α-dicarbonyls via sequential in situ formation a Kukhtin-Ramirez adduct and P(NMe2)3-catalyzed process has been exploited for the synthesis α-phosphoryloxy carbonyls. A range P(O)-H derivatives, including diarylphosphine oxides, arylphosphinates, phosphinates, are competent candidates to be introduced into this transformation, various carbonyls obtained. This approach possesses advantages mild conditions, simple operations, atom economy, high efficiency, gram-scale synthesis, which make it promising toolbox.

Language: Английский

Citations

10

Sulfonylation of 2-Haloquinolines with Sulfonyl Hydrazides in Water for Accessing 2-Sulfonyl Quinolines under Catalyst-, Reductant-, and Additive-Free Conditions DOI

Bo‐Jie Huo,

Yuan-Shuai Wu,

Chengping Miao

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134705 - 134705

Published: May 1, 2025

Language: Английский

Citations

0

Combining Hydrodefluorination and Defluorophosphorylation for Chemo- and Stereoselective Synthesis of gem-Fluorophosphine Alkenes DOI

Ya‐Fei Hu,

Man-Hang Feng,

Peng‐Yuan Zhang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(34), P. 6368 - 6373

Published: Aug. 18, 2023

A chemo-, regio-, and stereoselective reaction of trifluoromethyl enones, phenylsilane, phosphine oxides through a sequential hydrodefluorination defluorophosphorylation relay is developed for the synthesis distinctive gem-fluorophosphine alkenes. This multicomponent occurred under transition-metal-free conditions with good functional group tolerance. Moreover, preinstalled carbonyl auxiliary important tuning reactivity β-trifluoromethyl thereby enabling controllable selective functionalization two fluorine atoms in trifluoromethylated enones.

Language: Английский

Citations

9

Transition‐Metal‐Free Carbonyl Reduction and Hydrodefluorination of β‐Trifluoromethyl Enones with Hydrosilanes: Synthesis of gem‐Difluorovinyl Alcohols DOI

Peng‐Yuan Zhang,

Ya‐Fei Hu,

Jia‐Hao Chu

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(23)

Published: April 20, 2024

Abstract A tandem carbonyl reduction and hydrodefluorination of β‐trifluoromethyl enones with hydrosilanes under transition‐metal‐free conditions was developed for the synthesis a variety valuable gem ‐difluorovinyl alcohols. The hydrosilane could act as both reductive agent C(sp 3 )‐F bond‐breaking promoter mild reaction conditions. Synthetically useful organofluorides, such ‐fluorophosphine alkene, ketone, fluorinated dihydrofuran derivatives be readily constructed by further transformations obtained Moreover, method features conditions, operational simplicity, excellent functional group tolerance, scalability.

Language: Английский

Citations

2

Nickel-Catalyzed Hydrodefluorination/Deuterodefluorination of CF3-alkenes with Formic Acid DOI
Peng Yang, Haiping Yu,

Runze Zhai

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(51), P. 6548 - 6551

Published: Jan. 1, 2024

The synthesis of deuterated

Language: Английский

Citations

2

“On‐Water” Synthesis of Sterically Congested γ‐Ketophosphine Oxides Featuring a CF3‐ and P(O)‐Tetrasubstituted Carbon Center DOI

Man‐Hang Feng,

Wenjun Ji,

Bo‐Jie Huo

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(20), P. 3546 - 3552

Published: Sept. 16, 2023

Abstract The distinctive hydrophobic hydration effect in the aqueous solution contributes to success of phospha‐Michael reaction between β‐CF 3 ‐β,β‐disubstituted enones and diarylphosphine oxides, providing an access biologically relevant γ‐ketophosphine oxides bearing a sterically highly congested CF ‐ P(O)‐tetrasubstituted carbon center. More importantly, resulting products could be further transformed into densely functionalized containing

Language: Английский

Citations

5

Synthesis of gem-Difluorohomoallyl Amines via a Transition-Metal-Free Defluorinative Alkylation of Benzyl Amines with Trifluoromethyl Alkenes DOI

Man Ren,

Shengjiao Yu,

Xuefeng Li

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8342 - 8356

Published: May 31, 2024

A mild and transition-metal-free defluorinative alkylation of benzyl amines with trifluoromethyl alkenes is reported. The features this protocol are easy-to-obtain starting materials, a wide range substrates, functional group tolerance as well high atom economy, thus offering strategy to access variety

Language: Английский

Citations

1