Acid-catalyzed reactions of 3-hydroxy-2-oxindoles with electron-rich substrates: synthesis of 2-oxindoles with all-carbon quaternary center

…, S Ghosh, S De, S Bhunia, D Dey, A Bisai

Index: Kinthada, Lakshmana K.; Ghosh, Santanu; De, Subhadip; Bhunia, Subhajit; Dey, Dhananjay; Bisai, Alakesh Organic and Biomolecular Chemistry, 2013 , vol. 11, # 40 p. 6984 - 6993

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Citation Number: 13

Abstract

A Lewis acid catalyzed reaction of in situ generated 2H-indol-2-one (9) with various 2π and other electron-rich substrates has been developed. A variety of electron-rich substrates such as allyl/methallyltrimethylsilane, phenylacetylene, styrenes, acetophenone, and indoles have been used. The methodology provides a straightforward approach for the synthesis of 2-oxindoles with an all-carbon quaternary center at the pseudobenzylic position.

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