A Lewis Acid-Catalyzed Cascade Synthesis of Fused N-Heterocycles from 2-Alkynylanilines and 2-Formylbenzonitriles: Unveiling Iminoisoindoloindolone and Its Derivatives

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12128 - 12142

Опубликована: Авг. 22, 2024

We herein reveal a streamlined synthesis of structurally fused 6-iminoisoindoloindolones via meticulously orchestrated cascade reaction. This process seamlessly intertwines 2-alkynylaniline and 2-formylbenzonitrile under the catalytic influence TMSOTf, giving rise to these compounds in remarkable yields that stand as testament efficiency our approach. Moreover, versatility this synthetic strategy extends far beyond mere synthesis, offering gateway creation both isoindoloindolone unprecedented diphenylbenzopyrrolizinoisoquinolinone derivatives, thereby opening new horizons realm chemical innovation. Furthermore, strategic elegance methodology is underscored by its potential for scale-up production applicability across diverse contexts.

Язык: Английский

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Manganese-Catalyzed Cycloalkene Ring Expansion Synthesis of Azaheterocycles

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Окт. 2, 2024

Herein, a Mn catalytic protocol has been developed for the cycloalkene ring expansion synthesis of azaheterocycles, allowing broad-substrate-scope access to pyridine and isoquinoline derivatives. The initial monoaddition an azidyl radical alkene further as-generated C-radical addition O

Язык: Английский

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Manganese(iii) acetate in organic synthesis: a review of the past decade

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(23), С. 6850 - 6917

Опубликована: Янв. 1, 2024

In this review, we summarize the latest developments and applications of Mn(OAc) 3 in organic synthesis over past decade, focusing on efforts to achieve milder reaction conditions while expanding scope possibilities.

Язык: Английский

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Rhodaelectro-Catalyzed Decarboxylative Cross-Dehydrogenative Coupling of Indole-3-carboxylic Acids and Olefins via Weakly Coordinating Carboxyl Groups

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(21), С. 15198 - 15208

Опубликована: Окт. 20, 2023

A rhodaelectro-catalyzed C2-H selectively decarboxylative alkenylation of 3-carboxy-1H-indoles employing electricity as the traceless terminal oxidant has been accomplished. The weakly coordinating carboxyl group serves directing groups. External oxidant-free in an undivided cell with constant current aqueous solution ensures C-H to be viable and sustainable.

Язык: Английский

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Stereo and Regioselective Addition of N-Heterocycles on Internal Alkynes Through C-N Bond Formations

Опубликована: Янв. 1, 2024

We report, regio and stereoselective addition of N-heterocycles on internal alkynes through C(sp2)-N(sp3) bond formation. have synthesized a series 1H-Indole, 1H-Benzimidazole Tetrahydroquinolines (THQ) functionalized Maleate, Fumarate Acrylate derivatives N- alkenylation reactions. demonstrated the selective formation E- Isomers. Further substrate dependent E Z isomers are also observed.

Язык: Английский

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Stereo and regioselective addition of N-heterocycles on internal alkynes through C N bond formations

Tetrahedron Letters, Год журнала: 2024, Номер 141, С. 155055 - 155055

Опубликована: Апрель 10, 2024

Язык: Английский

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Rhodaelectro-Catalyzed Synthesis of Pyrano[3,4-b]indol-1(9H)-ones via the Double Dehydrogenative Heck Reaction between Indole-2-carboxylic Acids and Alkenes

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 12, 2024

A rhodaelectro-catalyzed double dehydrogenative Heck reaction of indole-2-carboxylic acids with alkenes has been developed for the synthesis pyrano[3,4-

Язык: Английский

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