One‐Pot Four‐Component Synthesis of Novel Amino‐Tetrahydro‐Chromene Derivatives Anchored with Dual Triazole Moieties

A series of tetrahydrochromene derivatives bearing triazole rings is synthesized via a one-pot reaction. The process is optimized by ultrasonication of a basic aqueous tert-butanol mixture. Subsequently, the optimized steps are successfully integrated into a four-component, one-pot protocol. The whole process was completed in less than 2 h. Products precipitated directly in the reaction vessel and are easily isolated by simple filtration and crystallization.

A double aldol condensation-Michael addition-cyclization-double click reaction sequence is conducted in one pot for the synthesis of a novel series of tetrahydro-chromene derivatives anchored with dual triazole rings. The process is optimized primarily step by step under ultrasonic irradiation in a basic aqueous t-BuOH medium. The steps are then successfully combined into a four-component one-pot reaction using the optimum conditions, where the whole operation took less than 2 h to complete. As a result, the new products are precipitated in the reaction vessel and obtained directly by simple filtration–crystallization without undergoing any other costly separation or chromatographic operations. The structures of the intermediates and the products are characterized using various spectroscopic methods.

Zum Volltext