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Polycyclic Aromatic Compounds Volume 40, 2020 - Issue 5
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Articles

NaN3 Catalyzed Highly Convenient Access to Functionalized 4H-chromenes: A Green One-pot Approach for Diversity Amplification

Rathinam RameshDepartment of Chemistry, Periyar University, Salem, Tamil Nadu, India; View further author information
,
Subramani MaheswariDepartment of Chemistry, Periyar University, Salem, Tamil Nadu, India; View further author information
,
Jan Grzegorz MaleckiDepartment of Crystallography, University of Silesia, Katowice, PolandView further author information
&
Appaswami LalithaDepartment of Chemistry, Periyar University, Salem, Tamil Nadu, India; Correspondence[email protected]
View further author information
Pages 1581-1594 | Received 16 Aug 2018, Accepted 16 Dec 2018, Published online: 11 Jan 2019
 
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Abstract

An energy efficient, one-pot synthetic method has been described for the access of biologically privileged tetrahydro-4H-chromene derivatives via Knoevenagel condensation and Michael additions of various aldehydes with malononitrile and dimedone in aqueous ethanol solvent system. Good chemical yields were obtained in relatively shorter reaction times under mild conditions using sodium azide as a commercially accessible, inexpensive and less-toxic catalyst. Easy isolation of products, high atom-economy, environmental benignity and applicability to gram scale synthesis are the prominent features of this protocol.

Additional information

Funding

R. Ramesh cordially thank the DST-Inspire Fellowship (IF120729), New Delhi, India (No: DST/INSPIRE Fellowship/2012/690) for financial support.

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