Phthalimides: developments in synthesis and functionalization

RSC Advances, Год журнала: 2024, Номер 14(32), С. 22809 - 22827

Опубликована: Янв. 1, 2024

Phthalimides are prevalent in pharmaceuticals, and natural products, etc . The synthesis of phthalimides catalyzed by transition metals under metal-free conditions as well functionalization NH-phthalimides described this review.

Язык: Английский

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Recent Advances in Sequentially Pd-Catalyzed One-Pot Syntheses of Heterocycles

Molecules, Год журнала: 2024, Номер 29(22), С. 5265 - 5265

Опубликована: Ноя. 7, 2024

Sequential Pd-catalyzed one-pot synthetic methodologies have emerged as a powerful and versatile approach in organic synthesis, enabling the construction of complex heterocyclic architectures with high efficiency, selectivity, atom economy. This review discusses key advancements multistep, sequentially processes for accessing derivatives, focusing on classic reactions like Suzuki-Miyaura, Sonogashira, Heck, hydroamination extending to specialized techniques such directed C-H activation. The concatenation these steps has advanced scope strategies. A section is dedicated exploring cooperative use palladium other metals, particularly copper, ruthenium, gold, which broadened range accessible derivatives. Highlighted applications include synthesis biologically pharmaceutically relevant compounds, tris(hetero)aryl systems, spiro-oxindoles, indole These strategies not only streamline but also align green chemistry principles by minimizing purification reducing waste energy consumption. addresses current challenges limitations methodologies, offering insights into ongoing efforts optimize reaction conditions expand applicability sequential processes.

Язык: Английский

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Pd-Catalyzed Selective Arylative Cascade Cyclization of 1,6-Diynes and Dibenzoxaborins for Fused Naphthalene Derivatives

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 10, 2025

A palladium-catalyzed new mode of cascade arylative cyclization 1,6-diynes is disclosed using dibenzoxaborin as an arylating agent featuring transmetalation and selective migratory insertion the key steps. This process enables efficient construction polysubstituted fused naphthalene skeletons via formation three C-C bonds through dual regioselectivity in both arylation well C-H functionalization. Some control experiments kinetic isotope effect (KIE) studies were conducted to elucidate reaction mechanism, some product diversifications achieved showcase synthetic potential.

Язык: Английский

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Palladium-Catalyzed Carbohalogenation of Olefins with Alkynyl Oxime Ethers: Rapid Access to Chlorine-Containing Isoxazoles

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(9), С. 6615 - 6625

Опубликована: Апрель 23, 2024

A palladium-catalyzed carbohalogenation of olefins with alkynyl oxime ethers has been described, which provides efficient and practical access to various chlorine-containing isoxazoles. This method exhibits excellent regioselectivity, good functional group compatibility, mild reaction conditions. The mechanistic studies suggest that the proceeds via a stabilized π-benzyl palladium intermediate, is essential for formation C(sp

Язык: Английский

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Chemoselective Oxypalladation of (o‐Alkynylaryl)amide‐Triggered Site‐Selective C−H Annulation for Stereoselective Synthesis of Succinimide‐Fused Polycycles

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Март 20, 2024

Abstract We report herein a palladium‐catalyzed, site‐selective cyclative annulation of o ‐alkynyl arylamides with maleimide for the stereoselective construction succinimide‐fused benzoxazine derivatives. This operationally simple and modular protocol provides access to polycyclic frameworks. The other associated features are high functional group compatibility, gram‐scale synthetic potential, downstream transformations. Control labeling experiments were conducted get insights into mechanism.

Язык: Английский

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Pd-Catalyzed ortho-/meta-C-H-annulation of biphenyl amines with enynes through non-rollover cyclometallation

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

A Pd-catalyzed, regio- and diastereoselective cascade reaction of biphenyl amines with 1,6-enynes via non-rollover cyclometallation has been described for the synthesis benzoisoindolinone derivatives.

Язык: Английский

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