Athira C. Santhoshkumar, Basavaraja Durugappa, Geethu Venugopal, Mohan Banyangala, Ajay Krishna M. S, Sasidhar B. Somappa
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TBD-Mediated Diastereoselective Access to Functionalized 3-Alkenyl-2-oxindoles via the Tandem Reaction of Isatins and Allenoates
The 1,5,7-triazabicyclo[4.4.0]dec-5-ene–mediated tandem reaction of easily accessible isatins and allenoates to functionalized 3-alkenyl-2-oxindoles is disclosed. The reaction allows the synthesis of a wide range of 3-alkenyl-2-oxindoles in good yields with excellent functional group tolerance under mild reaction conditions (32 examples, up to 84% yields). The current strategy will provide a novel path for the sustainable synthesis of functionalized 3-alkenyl-2-oxindole derivatives. We have also demonstrated the significance of 3-alkenyl-2-oxindoles as key starting materials (KSMs) via their synthetic utility in producing oxindole-appended pyrazole, oxazole, and coumarin hybrids of medicinal relevance.
期刊介绍:
The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.