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Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR).


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.

SUBMITTER: Bakthadoss M 

PROVIDER: S-EPMC9069754 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds <i>via</i> a solid state melt reaction (SSMR).

Bakthadoss Manickam M   Srinivasan Jayakumar J   Hussain Mir Ashiq MA   Sharada Duddu S DS  

RSC advances 20190806 42


A new one pot assembly of highly functionalized benzo[<i>a</i>]phenazinone fused chromene/bicyclic scaffolds <i>via</i> a domino Knoevenagel intramolecular hetero-Diels-Alder (IMHDA) strategy using a solid state melt reaction (SSMR) of 2-hydroxynaphthalene 1,4-dione, <i>o</i>-phenylenediamine, <i>O</i>-allyl salicylaldehyde/<i>O</i>-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 c  ...[more]

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