An efficient merging of DBU/enolate and DBU/benzyl bromide organocycles for the synthesis of alpha benzylated 1-indanone derivatives

Abstract

The merging of dual organocycles of the bicyclic amidine base 1,8-diazabicyclo[5.4.0]undec-7-en (DBU) was demonstrated for the synthesis of alpha-benzylated 1-indanones. A highly reactive enolate intermediate was formed in the presence of DBU, which reacted with DBU/benzyl bromide salt to afford the product at 50 °C temperature. This simple and straightforward transformation using safer DBU reagent with easily available substrates and excellent yield provides a better alternative to the previously reported methods that required pyrophoric, costly reagents and high or very low-temperature reaction conditions. CIMAP Communication number: CIMAP/PUB/2022/3.