Synthesis of Benzyl Ketones through Indium-Mediated Solvent-Free Reaction of Acid Chlorides with Benzyltins under Ultrasound Irradiation

MERCEDES A. BADAJOZ; ALICIA B. CHOPA; MARÍA T. LOCKHART

Besel

Conferencia; 18th International Electronic Conference on Synthetic Organic Chemistry; 2014

Sciforum.net

The reaction of acid chlorides with benzyltributyltin was successfully conducted in the presence of indium powder under solvent-free conditions. The corresponding benzyl ketone products were obtained in good to excellent isolated yields (60-85%). Under ultrasonic irradiation the reaction times are significantly reduced from 2-3 h to 10-20 min without affecting yields. Working with dibenzyldibutyltin as substrate it is possible the transference of two benzyl groups from tin, thus improving effective mass yield. Benzyltriphenyltin afforded the desired ketone although in moderate yield