New Journal of Chemistry, Год журнала: 2023, Номер 48(3), С. 1192 - 1199
Опубликована: Дек. 7, 2023
An attractive topic of metal-free methods is to achieve oxindoles that bear an N-heteroaromatic group-substituted quaternary center at the 3-position.
Язык: Английский
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Фев. 18, 2025
Reported here is a catalytic redox-neutral geminal dual C-H functionalization of oxindoles with two distinct aromatics using anilines. The reaction proceeded through pluripotent tetra-substituted alkene intermediate via an extended resonance stabilized carbocation. It furnished wide chemical space around the generation all carbon quaternary centers (>35 examples) in good to excellent yields. developed process highly regioselective and scalable, conditions are environmentally benign nature.
Язык: Английский
Процитировано
0
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(13), С. 9277 - 9282
Опубликована: Июнь 14, 2023
The acid-catalyzed rearrangement of organic peroxides is generally associated with C-C-bond cleavages (Hock and Criegee rearrangements), the concomitant formation an oxocarbenium intermediate. This article describes tandem process between a Hock or oxidative cleavage nucleophilic addition onto species (in particular Hosomi-Sakurai-type allylation), under InCl3 catalysis. It was applied to synthesis 2-substituted benzoxacycles (chromanes benzoxepanes), including 2-(aminomethyl)chromane part sarizotan, total erythrococcamide B.
Язык: Английский
Процитировано
8
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(3), С. 1505 - 1514
Опубликована: Янв. 13, 2024
The mechanism of the Ni–Al bimetallic-catalyzed C–H cyclization to construct tricyclic imidazoles is investigated using density functional theory calculations. calculation result shows that reaction involves sequential steps substrate coordination, ligand-to-ligand hydrogen transfer (LLHT), and C–C reductive elimination produce final product imidazole. LLHT step calculated be rate-determining step. oxidative addition benzimidazole bond Ni center insertion alkene into Ni–H occur concertedly in effects N-heterocyclic carbene (NHC) ligands AlMe3 on reactivity regioselectivity were also analyzed. These results shed light some ambiguous suggestions from experiments.
Язык: Английский
Процитировано
1
ChemistrySelect, Год журнала: 2024, Номер 9(18)
Опубликована: Май 6, 2024
Abstract Indium triflate (In(OTf) 3 ) has proven to be a powerful and sustainable catalyst in the synthesis of modern organic compounds, enabling variety transformations such as functionalization, cyclization, multicomponent reactions. To provide insight into most recent methods applications, this study attempts comprehensive up‐to‐date summary these advances application indium synthesis, focusing on last five years literature. The opposed alternative indium(III) catalysts will main emphasis review, which cover developments through research articles reviews published between 2019 2023. This minireview make significant contribution existing literature by consolidating advancements use synthesis.
Язык: Английский
Процитировано
1
Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 13(2)
Опубликована: Дек. 5, 2023
Abstract A sequential one‐pot direct strategy for the synthesis of 2‐hydroxy‐2‐substituted‐ 2H ‐benzo[ b ][1,4]oxazin‐3( 4H )‐ones is developed under ambient conditions with moderate to good yields (up 75 %) by regioselective ring‐opening spiro‐epoxy/aziridine oxindoles 50 % aq. H 2 O followed rearrangement reaction in presence amberlyst‐15 catalyst. Further, aldehydes/ketones and carbonyldiimidazole (CDI) gave spiro[benzo[b][1,4]oxazine‐2,4′‐[1,3]dioxolan]‐3( spiro[benzo[ ][1,4]oxazine‐2,4′‐[1,3]dioxolane]‐2′,3( )‐diones, respectively.
Язык: Английский
Процитировано
1
Chemistry - A European Journal, Год журнала: 2024, Номер 30(46)
Опубликована: Июнь 13, 2024
An efficient and rapid protocol for the oxidative halogenation of tryptamines with 10 % aqueous NaClO has been developed. This reaction is featured by its operational simplicity, metal-free conditions, no purification, high yield. Notably, resulting key intermediates are suitable further functionalization various nucleophiles, including amines, N-aromatic heterocycles, indoles phenols. The overall transformation exhibits broad functional-group tolerance applicable to late-stage complex biorelevant molecules.
Язык: Английский
Процитировано
0
Tetrahedron Letters, Год журнала: 2024, Номер unknown, С. 155353 - 155353
Опубликована: Окт. 1, 2024
Язык: Английский
Процитировано
0
New Journal of Chemistry, Год журнала: 2023, Номер 48(3), С. 1192 - 1199
Опубликована: Дек. 7, 2023
An attractive topic of metal-free methods is to achieve oxindoles that bear an N-heteroaromatic group-substituted quaternary center at the 3-position.
Язык: Английский
Процитировано
0