Facile access to 2,2-disubstituted indolin-3-ones via a cascade Fischer indolization/Claisen rearrangement reaction
Chemical Communications2017Vol. 53(54), pp. 7485–7488
Citations Over TimeTop 14% of 2017 papers
Abstract
An efficient approach for the synthesis of 2,2-disubstituted indolin-3-ones is described. From readily accessible aryl hydrazines and allyloxyketones, 2,2-disubstituted indolin-3-ones could be obtained in good to excellent yields under mild reaction conditions via a cascade Fischer indolization/Claisen rearrangement process. This protocol provides a facile entry to 2,2-disubstituted indolin-3-ones, which have been applied in the construction of the benzofuroindoline framework related to Phalarine.
Related Papers
- → Claisen Rearrangements in Heteroaromatic Systems(1987)47 cited
- → THE THIO-CLAISEN REARRANGEMENT(1979)17 cited
- → Studies on Sequential Claisen Rearrangement: Charge‐Accelerated [3,3]‐Sigmatropic Rearrangement Leading to Polyheterocycles(2007)5 cited
- → The association of the Claisen rearrangement with a novel [1,5] sigmatropic rearrangement(1973)4 cited
- → Facile Regioselective Synthesis of Benzofuran-Annulated Six-Membered Sulfur Heterocycles and the Occurrence of Thermal [1,3] Sigmatropic Rearrangement(2011)1 cited