Recent advances in synthesis and transformations of 1,2,3-benzotriazinones

Journal of Organometallic Chemistry, Год журнала: 2024, Номер 1013, С. 123156 - 123156

Опубликована: Апрель 25, 2024

Язык: Английский

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Diastereoselective Synthesis of Cyclobutanes via Rh-Catalyzed Unprecedented C–C Bond Cleavage of Alkylidenecyclopropanes

Organic Letters, Год журнала: 2025, Номер 27(5), С. 1226 - 1231

Опубликована: Янв. 23, 2025

The stereoselective synthesis of highly substituted cyclobutanes is essential for the development lead candidates in drug discovery. Herein, we present a novel Rh(III)-catalyzed reaction pathway synthesizing cyclobutanes, which involves concerted N-C bond formation and C-C cleavage between 2-aryl quinazolinones alkylidenecyclopropanes. Notably, combination Rh(III) catalyst HFIP solvent plays critical role facilitating cyclobutane rings.

Язык: Английский

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Theoretical studies on the mechanism of Rh-catalyzed [(3+2+2)] cycloisomerization reactions of dienophile-substituted alkylidenecyclopropanes

Molecular Catalysis, Год журнала: 2025, Номер 579, С. 115055 - 115055

Опубликована: Март 29, 2025

Язык: Английский

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Ru(II)-Catalyzed C–H Amination of 1,2,3-Benzotriazinones with Azide Compounds

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12249 - 12254

Опубликована: Авг. 8, 2024

A Ru(II)-catalyzed directed C–H amination of 1,2,3-benzotriazinones with azide compounds has been reported. The reaction a wide substrate scope organic azides good results and represents useful pathway to the construction versatile heterocyclic amino products. In addition, method can be used for phthalazinones, highlighting synthetic practicability strategy.

Язык: Английский

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Electrochemical annulation of 1,2,3-benzotriazinones with alkynes to access isoquinolin-1(2H)-ones

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(36), С. 7295 - 7299

Опубликована: Янв. 1, 2023

An eco-friendly approach for electrochemical radical cascade annulation of 1,2,3-benzotriazinones with alkynes is described. Under catalyst-free and external reductant-free electrolysis conditions, a range isoquinolin-1(2H)-ones were obtained in moderate to good yields. Cyclic voltammetry control studies suggest that the reaction proceeds via pathway. Furthermore, this could be easily scaled up.

Язык: Английский

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Rh(III)‐Catalyzed Selective C−H Alkylation and Alkenylation of 1,2,3‐Benzotriazinones with Maleimides

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(17), С. 3646 - 3652

Опубликована: Июнь 25, 2024

Abstract Herein, we describe a reaction conditions‐based switchable Rh(III)‐catalyzed C−H alkylation and alkenylation of 1,2,3‐benzotriazinones with maleimides, where the triazinone serves as directing group rather than its traditional role denitrogenative precursor. This strategy enables selective synthesis diverse 3‐arylated succinimides maleimides in up to 99% yield broad substrate scope (48 examples). Furthermore, for first time, tandem coupling has been achieved by slightly modifying conditions. Additionally, gram‐scale reactions product derivatizations were conducted demonstrate synthetic utility.

Язык: Английский

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Metal-Catalyzed Divergent Synthesis from Ylides with 3-arylbenzo[d][1,2,3]triazin-4(3H)-ones

Chemical Communications, Год журнала: 2024, Номер 60(88), С. 12928 - 12931

Опубликована: Янв. 1, 2024

The present work reveals a new metal-catalyzed synthetic reaction involving 1,2,3-benzotriazinones with carbonyl sulfoxonium ylide and iodonium ylide, resulting in divergent products.

Язык: Английский

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