<p>A sustainable, new, and efficient protocol has been developed, which provides a mild route to primary amides via Pd-catalyzed aminocarbonylation of aryldiazonium tetrafluoroborate salts with an ammonia surrogate under ligand and base-free conditions. The employment of readily available aryldiazonium salts, derived from inexpensive anilines, as aryl sources renders this transformation both practically and economically. Characteristically, this study reports the first ligand and base-free aminocarbonylation employing an ammonia surrogate with diazonium salts. The methodology demonstrates broad substrate compatibility, tolerating diverse functional groups and delivering the desired primary amides in good to excellent yields. This operationally simple and environmentally benign approach eliminates the need for gaseous ammonia and external ligand and bases, offering a mild, atom-economical, and efficient strategy for primary amide synthesis.</p> Graphical Abstract <p></p>

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Pd-Catalyzed Aminocarbonylation of Aryldiazonium Tetrafluoroborate Salts with Ammonia Surrogate to Access Primary Amides Under Ligand and Base-Free Conditions

  • Bharati Mourya,
  • Shankar B. Chaudhari,
  • Sandip T. Gadge,
  • Bhalchandra M. Bhanage

摘要

A sustainable, new, and efficient protocol has been developed, which provides a mild route to primary amides via Pd-catalyzed aminocarbonylation of aryldiazonium tetrafluoroborate salts with an ammonia surrogate under ligand and base-free conditions. The employment of readily available aryldiazonium salts, derived from inexpensive anilines, as aryl sources renders this transformation both practically and economically. Characteristically, this study reports the first ligand and base-free aminocarbonylation employing an ammonia surrogate with diazonium salts. The methodology demonstrates broad substrate compatibility, tolerating diverse functional groups and delivering the desired primary amides in good to excellent yields. This operationally simple and environmentally benign approach eliminates the need for gaseous ammonia and external ligand and bases, offering a mild, atom-economical, and efficient strategy for primary amide synthesis.

Graphical Abstract