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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt
Manickam Bakthadoss1, Jayakumar Srinivasan1, Mir Ashiq Hussain1
1Department of Chemistry, Pondicherry University Pondicherry-605 014 India bhakthadoss@yahoo.com.
Abstract:
A new one pot assembly of highly functionalized benzo[a]phenazinone fused chromene/bicyclic scaffolds via a domino Knoevenagel intramolecular hetero-Diels-Alder (IMHDA) strategy using a solid state melt reaction (SSMR) of 2-hydroxynaphthalene 1,4-dione, o-phenylenediamine, O-allyl salicylaldehyde/O-vinyl salicylaldehyde derivatives is reported. The formation of five new bonds (two C-C bonds and three C-O bonds), three six-membered rings, and three stereogenic centers in a one-pot manner is very attractive. Ease of reaction with short time, good yields with water as the only byproduct and work up free procedure are some of the excellent features of the present protocol.
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