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Iodine-Mediated C-H Functionalization of sp, sp2, and sp3 Carbon: A Unified Multisubstrate Domino Approach for Isatin Synthesis

Gandhesiri Satish, Ashok Polu, Thangeswaran Ramar and Andivelu Ilangovan*

*School of Chemistry, Bharathidasan University, Tiruchirappalli 620024, India, Email: ilangovanbduyahoo.com

G. Satish, A. Polu, T. Ramar, A. Ilangovan, J. Org. Chem., 2015, 80, 5167-5175.

DOI: 10.1021/acs.joc.5b00581 (free Supporting Information)


 
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Abstract

Molecular iodine promoted an efficient synthesis of isatins from 2′-aminophenylacetylenes, 2′-aminostyrenes, and 2′-amino-β-ketoesters via oxidative amidation. The reaction involves iodination, followed by Kornblum oxidation, and intramolecular amidation in one pot.

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Key Words

Isatins, oxygen


ID: J42-Y2015