Organic Chemistry Frontiers, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Water-enabled α -C(sp 3 )–H amination of 4-dialkylamino-indole-3-carbaldehydes with primary amines was developed for green synthesis diazepino[6,5,4- cd ]indoles via cascade aldimine condensation/[1,6]-hydride transfer/cyclization.
Язык: Английский
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(14), С. 3974 - 3981
Опубликована: Янв. 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.
Язык: Английский
Процитировано
8
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Фев. 26, 2025
A chemo-, regio-, and stereoselective condensation reaction of perfluoroalkyl alkynes (PFAAs), (CH2O)n, (NH4)2CO3 through the cleavage five inert C(sp3)-F bonds at three distinct carbon sites, thereby establishing an unprecedented platform for synthesizing structurally unique (E)-(2-amino-fluoroalkenyl)pyrimidines, is first developed. Remarkably, this features mild conditions, good compatibility with various functional groups, excellent E-stereoselectivity, late-stage modification complex molecules, scalability, versatile synthetic transformations resulting heterocyclic compounds.
Язык: Английский
Процитировано
1
Organic Letters, Год журнала: 2024, Номер 26(33), С. 7078 - 7082
Опубликована: Авг. 9, 2024
Multicomponent reactions hold the potential to maximize synthetic efficiency in preparation of diverse and complex molecular scaffolds. An unprecedented formal [3+1+1+1] annulation approach for one-step synthesis fluoroalkylated 2-H-pyrimidines commencing from perfluoroalkyl alkenes, paraformaldehyde, ammonium carbonate is described. By harnessing readily accessible (CH2O)n cheap (NH4)2CO3 as a formamidine surrogate, this method effectively replaces traditionally preformed amidines with pyrimidine assembly. The multicomponent reaction proceeds step-economical, operationally simple, metal-free, additive-free manner, featuring broad substrate scope, excellent functional group compatibility, scalability. elaboration obtained 2-H-pyrimidine further demonstrated alkylation vinylation its C2 position.
Язык: Английский
Процитировано
7
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Дек. 24, 2024
A three-component reaction of trifluoromethyl enones, phosphine oxides, and alcohols in water solution is developed. This defluorinative occurs through a cascade process involving defluorophosphorylation, defluoroalkyloxylation, defluoroheteroannulation, enabling the modular synthesis furans with four distinct substituents: C2-alkyloxy, C3-trifluoromethyl, C4-phosphoryl, C5-(hetero)aryl groups. Moreover, apart from alcohol substrates, scope nucleophiles could be further extended to phenols, azacycles, or sulfonamide.
Язык: Английский
Процитировано
6
Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(14)
Опубликована: Фев. 21, 2024
A sequential process via photoredox catalysis and Lewis acid mediation for C-F bond transformation of the CF
Язык: Английский
Процитировано
5
Chemical Communications, Год журнала: 2024, Номер 60(17), С. 2405 - 2408
Опубликована: Янв. 1, 2024
Nickel-catalysed chelation-assisted reductive cross-coupling of trifluoropropanamides/esters with disulfides to afford thioacrylamides/esters high E selectivity, involving triple C–F bond cleavage.
Язык: Английский
Процитировано
4
Organic Chemistry Frontiers, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 13, 2024
An intermolecular defluorinative vicinal diamination protocol employing fluoroalkenyl iodides and sulfonamides for the efficient synthesis of a series acyclic cyclic fluorinated 1,2-enediamines has been developed.
Язык: Английский
Процитировано
4
The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Апрель 9, 2025
Perfluoroalkyl alkenyl iodides (PFAIs) are emerging as highly reactive, storage-stable, and multifunctional fluoroalkyl-bearing reagents, facilitating the manufacture of value-added organofluorides through multi-halo-functionalization. Herein, we developed a water-involved 1,3-aminoxylation PFAIs with sulfonamides for chemo-, regio-, Z-stereoselective synthesis valuable β-fluoroacyl vinylamines. This reaction proceeded via sequential deiodoamination defluoroxylation process under transition-metal-free conditions, featuring broad substrate scope good functional group tolerance. Compared to reported methods, some drawbacks, such multistep manipulation, harsh need expensive catalysts, use toxic/sensitive could be eliminated. Furthermore, synthetic potential this method was demonstrated scale-up synthesis, postfunctionalization complex molecules, ready transformation products.
Язык: Английский
Процитировано
0
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(19), С. 5538 - 5544
Опубликована: Янв. 1, 2024
A defluorinative 1,2,3,4-tetrafunctionalization of perfluoroalkyl alkenes with readily available ureas via multi-bond interconversion at four carbon sites has been developed for the synthesis perfluoroalkenyl 2-imidazolones.
Язык: Английский
Процитировано
3
European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(23)
Опубликована: Апрель 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.
Язык: Английский
Процитировано
2