Synthesis of C2-tetrasubstituted indolin-3-ones via Cu-catalyzed oxidative dimerization of 2-aryl indoles and cross-addition with indoles |
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Authors: | Anoop Singh Satheeshvarma Vanaparthi Sachin Choudhary Rangan Krishnan Indresh Kumar |
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Affiliation: | Department of Chemistry, Birla Institute of Technology and Science, Pilani 333 031, Rajasthan India.; Department of Chemistry, BITS Pilani, Hyderabad Campus, Secunderabad India |
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Abstract: | An efficient protocol for the synthesis of 2,2-disubstituted indolin-3-ones under mild conditions has been developed. This reaction involves the copper-catalyzed in situ oxidative de-aromatization of 2-arylindoles to indol-3-one, followed by self-dimerization as well as cross-addition with indoles under mild conditions. The result generates a wide variety of C2-tetrasubstituted indolin-3-ones with good to high yields (62–82%).A general protocol for the synthesis of 2,2-disubstituted indolin-3-ones has been developed through self-dimerization of 2-aryl indoles and cross-addition with indoles under mild Cu-catalyzed oxidative conditions with good to high yields. |
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