Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(24), С. 4544 - 4549
Опубликована: Ноя. 22, 2023
Abstract The air mediated radical alkylation of cyclic aldimines via autoxidation alkylboronic acids has been realized under mild reaction conditions. By simply heating with acid using as sole oxidant, this protocol provides a catalyst‐free access to variety alkylated 21–91% yields. Preliminary mechanistic studies suggest that pathway might be involved in the reaction.
Язык: Английский
Chinese Chemical Letters, Год журнала: 2023, Номер 34(9), С. 108509 - 108509
Опубликована: Апрель 28, 2023
Язык: Английский
Процитировано
54
Green Chemistry, Год журнала: 2023, Номер 25(14), С. 5539 - 5542
Опубликована: Янв. 1, 2023
With formaldehyde as an atom-economical carbonyl synthon, the EtOH-catalyzed electrochemical multicomponent synthesis of various imidazolidine-fused sulfamidates under organic oxidant-free, energy-saving and mild conditions was developed.
Язык: Английский
Процитировано
51
Organic Letters, Год журнала: 2021, Номер 24(1), С. 299 - 303
Опубликована: Дек. 16, 2021
A sustainable and cost-effective manner for the photocatalytic annulation reaction of N-sulfonyl ketimines with N-arylglycines to synthesize imidazolidine-fused sulfamidates (31 examples) by employing CsPbBr3 as a heterogeneous photocatalyst has been developed. The catalyst can be simply recovered from mixture reused at least five times without an obvious reduction in its reactivity, exhibiting high economic feature.
Язык: Английский
Процитировано
58
Chemical Communications, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
A silver-catalyzed cross coupling of cyclic aldimines and α-imino-oxy acids has been developed. The solvent-dependent reaction could selectively deliver either imine moiety retained nitriles or ring-opened oxonitriles in moderate yields.
Язык: Английский
Процитировано
1
Chem, Год журнала: 2022, Номер 9(1), С. 216 - 226
Опубликована: Ноя. 7, 2022
α-Chloro alkylboronic (α-CAB) esters are a class of stable bifunctional molecules wherein the intrinsic differences carbon–chlorine and carbon–boron bond can be used to unlock distinct reactivity through carbon-electrophile, carbon-nucleophile, carbon-centered radical intermediates. Despite their apparent utility, complex variants not trivial prepare via established methods. We present new visible-light-mediated dual catalytic process for multicomponent coupling diaryliodonium salts, alkenes, simple metal chloride. The broad scope reaction combined with capacity synthetic diversification will make this transformation attractive practitioners medicinal chemistry in academic industrial environments.
Язык: Английский
Процитировано
26
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(24), С. 17249 - 17256
Опубликована: Дек. 7, 2023
Photoinduced decarbonylative C-C bond formation with readily accessible aldehydes as alkyl sources is described. This protocol provides a sustainable alternative for the effective construction of diverse valuable 4-alkylated sulfonyl ketimines under metal- and photosensitizer-free conditions. Significantly, in this reaction, air serves green oxidant, cyclic sulfamidate imines play dual role substrate photocatalyst, thus affording concise reaction system C-H alkylation imines.
Язык: Английский
Процитировано
12
Chemical Communications, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
A highly efficient asymmetric [3+2] and [4+2]-annulation of cyclic N -sulfonyl ketimines with γ- or δ-hydroxy-α,β-unsaturated ketones has been developed.
Язык: Английский
Процитировано
5
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(17), С. 12432 - 12444
Опубликована: Авг. 21, 2023
A DMAP-catalyzed sequential benzannulation and lactonization strategy in which δ-acetoxy allenoate functions as a 5C-synthon its reaction with cyclic sulfamidate imines is reported. This platform delivers π-extended coumarin frameworks under metal-free conditions via allylic elimination followed by Mannich coupling, proton shifts, C-N bond cleavage, key steps. The driving force for this domino the formation of diene-ammonium intermediate O-S cleavage. ESI-HRMS has been useful gaining insights into pathway.
Язык: Английский
Процитировано
11
Chemical Science, Год журнала: 2023, Номер 14(18), С. 4893 - 4900
Опубликована: Янв. 1, 2023
An enantio- and diastereoselective Pd-catalysed (3 + 2) cycloaddition of bis(trifluoroethyl) 2-vinyl-cyclopropane-1,1-dicarboxylate (VCP) with cyclic sulfamidate imine-derived 1-azadienes (SDAs) has been developed. These reactions provide highly functionalized spiroheterocycles having three contiguous stereocentres, including a tetrasubstituted carbon bearing an oxygen functionality. The two geminal trifluoroethyl ester moieties can be manipulated in facially selective manner to afford more diversely decorated spirocycles four stereocentres. In addition, reduction the imine moiety also fourth stereocentre exposes important 1,2-amino alcohol
Язык: Английский
Процитировано
10
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(5), С. 1165 - 1175
Опубликована: Янв. 10, 2024
Abstract Lewis base dependent (3+3) and (4+2) annulations of β′ ‐acetoxy allenoates with N ‐sulfonyl ketimines offer m ‐teraryl fused dihydropyridines varying substituents depending on the tertiary amine as well subtle changes in reaction conditions. The triazabicyclodecene (TBD)‐catalyzed annulation involves 1,2‐elimination followed by 6‐ endo ‐dig cyclization key steps delivering 1,4‐hydropyridines. same reactants under DMAP catalysis via Mannich coupling, rather than C−N bond cleavage/aromatization. Key intermediates have been identified HRMS studies.
Язык: Английский
Процитировано
4