Sulfur- and DABCO-Promoted Reaction between Alkylidene Rhodanines and Isothiocyanates: Access to Aminoalkylidene Rhodanines

Farajpour, Behnaz and Bahar Alizadeh, Gul and Majedi, Soma and Moradkhani, Fatemeh and Majedi, Serveh and Notash, Behrouz and Hosseindoust, Benyamin and Shiri, Morteza (2024) Sulfur- and DABCO-Promoted Reaction between Alkylidene Rhodanines and Isothiocyanates: Access to Aminoalkylidene Rhodanines. ACS Omega, 9 (24). pp. 26607-26615. ISSN 2470-1343

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Abstract

In this work, an efficient sulfur- and DABCO-promoted reaction for the synthesis of aminoalkylidene rhodanines from available alkylidene rhodanines and isothiocyanates is reported. A tandem process including sulfurative annulation/ring-opening by liberation of a CS2 molecule/olefination allows the synthesis of aminoalkylidene rhodanines with acceptable functional group tolerance. Chemo- and stereoselectivity, operational simplicity, and synthetically useful yields are some highlighted advantages of these transformations.

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