Facile one-pot green synthesis of tetrahydrobiphenylene-1,3-dicarbonitriles in aqueous media under ultrasound irradiation

Facile one-pot green synthesis of tetrahydrobiphenylene-1,3-dicarbonitriles in aqueous media... Res Chem Intermed (2016) 42:8097–8108 DOI 10.1007/s11164-016-2581-0 Facile one-pot green synthesis of tetrahydro- biphenylene-1,3-dicarbonitriles in aqueous media under ultrasound irradiation 1 1 • • Nhlanhla Gracious Shabalala Suresh Maddila Sreekantha B. Jonnalagadda Received: 4 February 2016 / Accepted: 16 May 2016 / Published online: 26 May 2016 Springer Science+Business Media Dordrecht 2016 Abstract An efficient and rapid procedure for the synthesis of 16 novel tetrahydro- biphenylene-1,3-dicarbonitrile derivatives (4a–p) is described, employing the reaction of aromatic aldehydes, malononitrile and 3-methyl-cyclohexanone or 2-methyl-cyclohex- anone at room temperature in aqueous NaOH under ultrasonic irradiation, with excellent yields. The other attractive features of this protocol over conventional methods are the green principles, operational simplicity, easy handling, time-reducing, mild reaction conditions and no by-product production. Graphical abstract O O CH CN CN CN NH CN 2 NH CN CN CN 4a-n 4o-p CN Electronic supplementary material The online version of this article (doi:10.1007/s11164-016-2581-0) contains supplementary material, which is available to authorized users. & Sreekantha B. Jonnalagadda jonnalagaddas@ukzn.ac.za School of Chemistry and Physics, University of KwaZulu-Natal, Westville Campus, Chiltern Hills, Durban 4000, South Africa 123 8098 N. G. Shabalala et al. Keywords Green synthesis  One-pot synthesis  2-Amino-1,3-dicarbonitriles Functionalized aromatics  Multicomponent reactions  http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Facile one-pot green synthesis of tetrahydrobiphenylene-1,3-dicarbonitriles in aqueous media under ultrasound irradiation

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Publisher
Springer Netherlands
Copyright
Copyright © 2016 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-016-2581-0
Publisher site
See Article on Publisher Site

Abstract

Res Chem Intermed (2016) 42:8097–8108 DOI 10.1007/s11164-016-2581-0 Facile one-pot green synthesis of tetrahydro- biphenylene-1,3-dicarbonitriles in aqueous media under ultrasound irradiation 1 1 • • Nhlanhla Gracious Shabalala Suresh Maddila Sreekantha B. Jonnalagadda Received: 4 February 2016 / Accepted: 16 May 2016 / Published online: 26 May 2016 Springer Science+Business Media Dordrecht 2016 Abstract An efficient and rapid procedure for the synthesis of 16 novel tetrahydro- biphenylene-1,3-dicarbonitrile derivatives (4a–p) is described, employing the reaction of aromatic aldehydes, malononitrile and 3-methyl-cyclohexanone or 2-methyl-cyclohex- anone at room temperature in aqueous NaOH under ultrasonic irradiation, with excellent yields. The other attractive features of this protocol over conventional methods are the green principles, operational simplicity, easy handling, time-reducing, mild reaction conditions and no by-product production. Graphical abstract O O CH CN CN CN NH CN 2 NH CN CN CN 4a-n 4o-p CN Electronic supplementary material The online version of this article (doi:10.1007/s11164-016-2581-0) contains supplementary material, which is available to authorized users. & Sreekantha B. Jonnalagadda jonnalagaddas@ukzn.ac.za School of Chemistry and Physics, University of KwaZulu-Natal, Westville Campus, Chiltern Hills, Durban 4000, South Africa 123 8098 N. G. Shabalala et al. Keywords Green synthesis  One-pot synthesis  2-Amino-1,3-dicarbonitriles Functionalized aromatics  Multicomponent reactions 

Journal

Research on Chemical IntermediatesSpringer Journals

Published: May 26, 2016

References

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