Catalytic Enantioselective 1,3‐Alkyl Shift in Alkyl Aryl Ethers: Efficient Synthesis of Optically Active 3,3′‐Diaryloxindoles |
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| Authors: | Amol B Gade Pradip N Bagle Popat S Shinde Vipin Bhardwaj Subhrashis Banerjee Dr Ajit Chande Dr Nitin T Patil |
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| Institution: | 1. Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pune -, India;2. Academy of Scientific and Innovative Research (AcSIR), New Delhi -, India;3. Department of Biological Sciences, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal, India;4. Physical and Materials Chemistry Division, CSIR-National Chemical Laboratory, Pune -, India;5. Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal, India |
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| Abstract: | Reported is the first organocatalytic asymmetric 1,3‐alkyl shift in alkyl aryl ethers for the synthesis of chiral 3,3′‐diaryloxindoles using a chiral Brønsted acid catalyst. Preliminary results showed that each enantiomer of the 3,3′‐diaryloxindole, and a racemic mixture, showed different antiproliferative activities against HeLa cell lines by using an MTT assay. |
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| Keywords: | Brø nsted acid heterocycles organocatalysis rearrangements synthetic methods |
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