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Updated: Sep 14, 2025
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
One-Pot Four-Component Synthesis of Novel Amino-Tetrahydro-Chromene Derivatives Anchored with Dual Triazole Moieties
Saeede Azhari1, Mohammad Majid Mojtahedi1, M Saeed Abaee1
1Department of Organic Chemistry and Natural Products, Chemistry and Chemical Engineering Research Center of Iran, Tehran, 14968-13151, Iran.
Abstract:
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.
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