Elsevier eBooks, Год журнала: 2021, Номер unknown, С. 221 - 264
Опубликована: Ноя. 25, 2021
Язык: Английский
Journal of Catalysis, Год журнала: 2021, Номер 396, С. 291 - 296
Опубликована: Март 11, 2021
Язык: Английский
Процитировано
13
The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(18), С. 12447 - 12454
Опубликована: Сен. 1, 2022
A simple and efficient method for the preparation of selenyl-substituted quinoline derivatives through a CSp3–H selenylation in situ-generated 3-acetyl has been developed. This protocol is easy to handle, scalable, good functional group tolerant, providing rapid 3-selenoacetyl 3-diselenoacetyl derivatives.
Язык: Английский
Процитировано
7
Chemistry - An Asian Journal, Год журнала: 2024, Номер unknown
Опубликована: Окт. 23, 2024
A new approach for the synthetically important γ-functionalized enals has been developed. The strategy involves rhodium-catalyzed direct C-C & C-S bond forming site-selective γ-difunctionalization of diazoenals with aryl propargyl sulfides via sulfur ylide [2,3] sigmatropic rearrangement, resulting in highly functionalized γ-allenyl(sulfanyl)enals excellent yield at ambient temperature. This versatile constitutes a viable alternative to remote carbonyl-directed γ-functionalization unmodified which suffer from competitive side reactions. synthetic utility was demonstrated by InCl
Язык: Английский
Процитировано
1
ACS Catalysis, Год журнала: 2024, Номер unknown, С. 18419 - 18428
Опубликована: Дек. 2, 2024
A Ru(II)-catalyzed straightforward and efficient strategy has been developed to construct O-alkylated arylnaphthyl thioether derivatives using arylthioacetates/arylalkylthioethers with diazonaphthoquinone via a [1,4]-oxa sigmatropic rearrangement. In complementary method, heteroaryl thioacetate/heteroaryl alkylthioethers offer O-heteroaryl alkylnaphthyl an interesting concerted intramolecular SNAr-type reaction. Both of these methods proceed through the formation Ru-based quinoid carbene sulfur ylide, respectively. detailed mechanistic study DFT calculations reveal that reaction is going manner. Postsynthetic modifications synthesized compounds led sulfur-containing polyaromatic heterocycles.
Язык: Английский
Процитировано
1
The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(23), С. 17249 - 17256
Опубликована: Ноя. 20, 2021
The photoracemization of chiral alkyl aryl sulfoxides with a photosensitizer has not been sufficiently investigated thus far. Therefore, in this study, rapid reaction enantiopure using 1 mol % 2,4,6-triphenylpyrylium tetrafluoroborate (TPT+) was developed. Various substitution patterns were tolerated and every racemization proceeded extremely fast (k2 = 1.77 × 104-6.08 101 M-1 s-1, t1/2 0.4-114 s). Some easily oxidizable functional groups are appropriate for photoisomerization. electrochemical potentials the groups, determined via cyclic voltammetry, useful predicting reactive or nonreactive reaction. A theoretical study conducted to clarify sp2-like nature S sulfoxide cation radical, which makes easier.
Язык: Английский
Процитировано
7
Опубликована: Ноя. 3, 2020
Density functional theory calculations were applied to study four previously published metal-catalyzed [2,3]-rearrangements from onium ylide intermediates, in pursuit of generalizations about when, during these types reactions, catalysts dissociate. Our results corroborate past studies where free mechanisms proposed be operative. Calculations on case predict that the origin metal-catalyst ‘falling off’ (dissociation) can attributed primarily steric bulkiness groups adjacent carbene carbon.
Язык: Английский
Процитировано
6
Green Synthesis and Catalysis, Год журнала: 2023, Номер 5(2), С. 77 - 79
Опубликована: Апрель 23, 2023
The [2,3]- and [1,2]-sigmatropic rearrangement reactions between pyridotriazoles sulfides catalyzed by rhodium(II) were investigated. utilization of as the carbene precursors in this kind reaction efficiently constructed C(sp3)-S C(sp3)-Se bond with broad substrate scope great functional group tolerance.
Язык: Английский
Процитировано
2
European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(43)
Опубликована: Авг. 30, 2023
Abstract Rhodium‐catalyzed Sommelet‐Hauser rearrangement derived from α‐thioesters/α‐selenoesters and sulfoxonium ylides has been developed for the synthesis of various sulfur/selenium‐containing ortho‐substituted aromatic compounds in medium to excellent yields (39 examples; up 97 %). Sulfoxonium as safe carbene precursors are firstly used reactions, which is superior traditional diazo compounds. The present reaction advantages mild condition, safety broad substrate scope, afford a unique method with tertiary carbon center.
Язык: Английский
Процитировано
2
Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(42), С. 8223 - 8227
Опубликована: Янв. 1, 2022
A copper-catalyzed three-component reaction of dithioacetals with diazo-ketones and ketimines has been reported. This proceeds via trapping the highly active sulfur ylide species, which are generated from thioacetal carbene intermediates, isatin-derived ketimine, providing an efficient protocol for synthesis acyclic derivatives medium-sized sulfur-containing heterocycles in good to high yields under mild conditions a broad substrate scope.
Язык: Английский
Процитировано
2
Kinetics and Catalysis, Год журнала: 2022, Номер 63(6), С. 676 - 686
Опубликована: Дек. 1, 2022
Язык: Английский
Процитировано
1