Thioxanthone Synthesis from Thioureas through Double Aryne Insertion into a Carbon-Sulfur Double Bond

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 9, 2025

Thioxanthone synthesis from o-silylaryl triflates and thioureas is disclosed. Double aryne insertion into the C═S double bond of subsequent hydrolysis realized facile preparation thioxanthones. A simple reaction procedure good accessibility allowed us to synthesize a wide range highly functionalized

Язык: Английский

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Anionic Fries Rearrangement of ortho-Iodophenyl Carboxylate Initiated by Potassium Hydride

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 14, 2025

In order to generate an aryl anion, metal-halogen exchanges initiated by alkyllithium, lithium amide, or Grignard reagent are frequently employed. However, carbonyl groups not compatible with these reagents. Herein, we demonstrate that iodide can undergo direct K-I exchange KH produce anion species. Due the toleration of this process ester and ketone groups, it is suitable for anionic Fries rearrangement reaction ortho-iodophenyl carboxylates provide ortho-acylphenol ortho-acylaniline products, which has long been a great challenge traditional methods. Moreover, our protocol be used cascade reactions prepare xanthone acridone. Notably, although major pathway process, accompanied hydrodehalogenation (Pierre's process) as side reaction, validated identification phenol in final mixture.

Язык: Английский

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Recent advances in haloarene synthesis by aryne reactions

Tetrahedron Chem, Год журнала: 2025, Номер unknown, С. 100136 - 100136

Опубликована: Май 1, 2025

Язык: Английский

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o-Iodoarylation of Thiols Enabled by Aryne Generated from o-Diiodoarene and Sodium Hydride

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(7), С. 2363 - 2363

Опубликована: Янв. 1, 2024

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