Organocatalytic clean synthesis of densely functionalized 4H-pyrans by bifunctional tetraethylammonium 2-(carbamoyl)benzoate using ball milling technique under mild conditions

• Main Authors: Mohammad G. Dekamin, Mohammad Alikhani, Shahrzad Javanshir
• Format: Article
• Language: English
• Published: Taylor & Francis Group 2016-04-01
• Series: Green Chemistry Letters and Reviews
• Subjects: Tetraethylammonium 2-(carbamoyl)benzoate; organocatalysis; green chemistry; 4H-pyrans; multicomponent reactions
• Online Access: http://dx.doi.org/10.1080/17518253.2016.1139191
• ISSN: 1751-8253; 1751-7192

A green and simple method has been developed for efficient preparation of diverse annulated 2-amino-3-cyano-4H-pyran derivatives in the presence of a low loading of tetraethylammonium 2-(carbamoyl)benzoate (TEACB), as a bifunctional organocatalyst, under solvent-free conditions using the ball milling technique. This procedure is a clean, transition-metal-free, and environmentally friendly approach that offers many advantages including short reaction times, high to quantitative yields, low cost, and straightforward work-up.