Base-Catalyzed Three-Component Reaction of α-Cyanoacetates with Chalcones and Elemental Sulfur: Access to 2-Aminothiophenes Unobtainable via the Gewald Reaction
Thanh Binh Nguyen*, Dinh Hung Mac* and Pascal Retailleau
*Université Paris-Sud, 1 avenue de la Terrasse, 91198 Gif-sur-Yvette, France; Vietnam National University, 19 Le Thanh Tong, Hanoi 10000, Vietnam, Email: thanh-binh.nguyencnrs.fr, macdinhhunghus.edu.vn
T. B. Nguyen, D. H. Mac, P. Retailleau, J. Org. Chem., 2021, 86, 9418-9427.
DOI: 10.1021/acs.joc.1c00740
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Abstract
A DABCO-catalyzed, one-pot, two-step, three-component reaction of α-cyanoacetate with chalcones and elemental sulfur offers a convenient approach to 2-aminothiophenes. This catalytic strategy offers excellent atom/step efficiency and high degree of structural diversification by simply choosing the suitable starting chalcones.
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proposed mechanism
Key Words
ID: J42-Y2021