Solvent-free protocol for amide bond formation via trapping of nascent phosphazenes with carboxylic acids

• Published in: Tetrahedron letters Vol. 52; no. 22; pp. 2830 - 2833
• Main Authors: Sathishkumar, Murugan, Shanmugavelan, Poovan, Nagarajan, Sangaraiah, Maheswari, Murugesan, Dinesh, Murugan, Ponnuswamy, Alagusundaram
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.06.2011; Elsevier
• Subjects: Amide; Amides; Antineoplastic agents; Biological and medical sciences; Bonding; Carboxylic acids; Chemistry; Chemistry, Organic; Exact sciences and technology; General aspects; Heating; Joining; Kinetics and mechanisms; Medical sciences; Microwaves; MW-irradiation/Glycerol bath; Noncondensed benzenic compounds; Organic chemistry; Pharmacology. Drug treatments; Physical Sciences; Preparations and properties; Reactivity and mechanisms; Science & Technology; Solvent-free; Synthesis (chemistry); Tetrahedrons; MW-irradiation/Glycerol bath; Amide; Solvent-free; AMINOCARBONYLATIONS; AZIDES; STAUDINGER REACTION; AMINES; MO(CO); CHLORIDES; BROMIDES; Antineoplastic agent; Glycerol; Thermal reaction; Reaction rate; Trapping; Carboxylic acid; Solvent free reaction; Chemical compound library; Microwave irradiation; Carboxamide; Chemical synthesis
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2011.03.069

A solvent-free synthesis of amides via the coupling of phosphazenes with carboxylic acids is reported. Increasing the rate of heating either by microwave irradiation or conventional heating results in multifold increase in the rate of amide bond formation. Synthesis of a library of amides including a potent antitumour candidate has been accomplished.