

Heteroaromatization with 4-phenyldiazenyl-1-naphthol. Part I: Synthesis of some new naphthopyrans and naphthopyranopyrimidines
Ibrahim Ali Radini (1)


(1) Chemistry Department, Faculty of Science, Jazan University, 2097, Jazan, Kingdom of Saudi Arabia
(2) Chemistry Department, Faculty of Science, Jazan University, 2097, Jazan, Kingdom of Saudi Arabia
(*) Corresponding Author
Received: 27 Mar 2016 | Revised: 27 Apr 2016 | Accepted: 29 Apr 2016 | Published: 30 Jun 2016 | Issue Date: June 2016
Abstract
Reaction of 4-phenyldiazenyl /or 4-(p-tolyldiazenyl)-1-naphthol (1) with various substituted α-cyanocinnamonitriles (2a-h) and ethyl α-cyanocinnamates (2i-p) afforded 2-amino-4-(aryl)-6-(phenyldiazenyl /or p-tolyldiazenyl)-4H-naphtho[1,2-b]pyrano-3-carbonitrile (3a-h) and ethyl 2-amino-4-(aryl)-6-(phenyldiazenyl /or p-tolyldiazenyl)-4H-naphtho[1,2-b]pyrano-3-carboxylate (3i-p). Reaction of compound 3a with Ac2O or PhCOCl and formic acid afforded N-acetylamino or N,N-dibenzoylamino and naphthopyranopyrimidine derivatives (4-8), respectively. The structures of these compounds were established on the basis of IR, UV, 1H NMR, 13C NMR, and MS data.
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DOI: 10.5155/eurjchem.7.2.230-237.1432
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Chemistry Department, Faculty of Science, Jazan University, 2097, Jazan, Kingdom of Saudi Arabia
Citations
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Synthetic Metals 245, 202, 2018
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[2]. Hany M. Mohamed, Ashraf H.F. Abd El-Wahab
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Current Organic Synthesis 16(6), 931, 2019
DOI: 10.2174/1570179416666190719101727

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Heteroaromatization with 4-phenyldiazenyl-1-naphthol. Part III: One-pot synthesis and DFT study of 4H-naphthopyran derivatives
European Journal of Chemistry 8(4), 358, 2017
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[5]. Ibrahim Ali Radini, Hany Mostafa Hamed, Mohammed Abdo Yahya Kharir, Ashraf Hassan Fekry Abd Elwahab
Heteroaromatization with 4-phenyldiazenyl-1-naphthol. Part II: Synthesis of some new benzochromens, benzochromenopyrimidines, benzochromenotriazolopyrimidines, benzochromenopyrimidotriazepine and antimicrobial activities
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