Solvent-Controlled Regioselective Reaction of 2-Methyleneaziridines with Acrylic/Propargylic Acids: Synthesis of Carboxylate Aziridine/Acetone Esters

• DOI: 10.1021/acs.orglett.2c02589
• Publication Date: 2022-10-10T18:49:56Z
• Authors: Bin Pan; Hao-Tian Sun; Shan-Shan Zhang; Shang Wang; Yong-Qi Yang; Guang-Zhao Xu; Xian-Bin Su
• Keywords: Acetone; Aziridines; Solvents; Carboxylic Acids; Esters; 01 natural sciences; Carbon; 0104 chemical sciences

Herein, we report a convenient solvent-controlled regioselective esterification to access two types of carboxylate esters without any additive or non-green activation strategy. In this transformation, 2-methyleneaziridines served as an ester reagent, providing two alternative electrophilic carbon centers. Notably, this protocol is suitable for some structure-complicated clinical molecules with a carboxylic acid group, presenting remarkable application potential.