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Ring-Opening Cyclization (ROC) of -Epoxyoxindoles with Indoles/Aldehydes: An Easy Access to Polyheterocyclic -Oxindoles. | LitMetric
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Ring-Opening Cyclization (ROC) of -Epoxyoxindoles with Indoles/Aldehydes: An Easy Access to Polyheterocyclic -Oxindoles.

Bharat Singh Suraj Kashyap Hardik Soni Indresh Verma Manas K Ghorai

J Org Chem

Department of Chemistry, Indian Institute of Technology, Kanpur 208016, India.

Published: March 2025

A simple one-pot, two-step strategy for the synthesis of three-dimensional (3D) polyheterocyclic -oxindoles by Lewis-acid-catalyzed Friedel-Crafts type -3 alkylation of indoles regioselective nucleophilic ring opening of -epoxyoxindoles, followed by -TSA-catalyzed Pictet-Spengler reaction with aldehydes in up to 98% yield and 1.4:1 diastereomeric ratio has been developed.

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http://dx.doi.org/10.1021/acs.joc.4c02906DOI Listing

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