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FeCl3 catalyzed intermolecular reaction between enol ethers and anilines: Access to 2,3-substituted indoles through aryl group migration
T.K. Jena,
Published in Elsevier Ltd
2020
Volume: 61
   
Issue: 49
Abstract
An intermolecular FeCl3 catalyzed reaction between anilines and enol ethers is described. A variety of enol ethers and aromatic amines undergo a C[sbnd]C bond formation followed by cyclization via C[sbnd]N bond formation to afford the 2,3-disubstituted indoles, involving an unexpected aryl group migration. In this methodology, anilines act as bis-nucleophiles, wherein the initial attack occurs at the α-position of enol ether from the ortho position of aniline followed by the subsequent reaction of the amine moiety of aniline at the β-position, leading to the indole framework. This method is simple, obviates the use of expensive/hazardous transition-metal catalysts, and offers a wide range of substrate scope. © 2020 Elsevier Ltd
About the journal
JournalData powered by TypesetTetrahedron Letters
PublisherData powered by TypesetElsevier Ltd
ISSN00404039