Synthesis of functionalized 6-hydroxy-2-oxindole derivatives by phenoxide cyclization

Reddy, B. Narendraprasad ; Ramana, Chepuri V. (2016) Synthesis of functionalized 6-hydroxy-2-oxindole derivatives by phenoxide cyclization Organic Letters, 18 (24). pp. 6264-6267. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/acs.orglett.6b...

Related URL: http://dx.doi.org/10.1021/acs.orglett.6b03048

Abstract

An apparent intramolecular cross-dehydrogenative coupling of N-(3-hydroxy)monoanilide of maleic esters comprising base promoted phenoxide cyclization and subsequent base-mediated aerobic oxidation was developed to synthesize a variety of 2-(6-hydroxy-2-oxoindolin-3-ylidene)acetate derivatives. The isolation of intermediate cyclized products during the large scale reactions and their ready dehydrogenation with 1 equiv of base support this proposed two-step path.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:105873
Deposited On:01 Feb 2018 16:49
Last Modified:01 Feb 2018 16:49

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