Synthesis of 2-hydroxy-3-indolinones and 3-hydroxy-2-indolinones by anionic cyclization, in situ oxidation and rearrangement
β Scribed by Iain Coldham; Harry Adams; Neil J. Ashweek; Thomas A. Barker; Andrew T. Reeder; Melanie C. Skilbeck
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 561 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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Reaction of the N-sulfonyl heterocyc/ic enamines (la/b) under asymmetric epoxidation and dihydroxylation reaction conditions leads to 2,3-dihydroxypyrrolidines and piperidines, (2a) and (2b). Only diols are observed undcr aminohydroxylation conditions, but Mn-mediated aziridination of (la) provides
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Simple and improved conditions have been found for the synthesis of 3-pyrrolyl-indolinones and pyrrolyl-indeno[1,2-b]quinoxalines by coupling of 4-hydroxyproline with isatins and 11H-indeno[1,2-b]quinoxalin-11-ones using Keggin (H 3 PW 12 O 40 ) and Well-Dawson tungsten heteropolyacids (H 6 P 2 W 18