Exploring the efficiency of Oxone®/KI as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via Michael-initiated reaction cyclization (MIRC)

This study investigates the innovative use of Oxone®/KI as a a promoter in synthesizing spirocyclopropylbarbiturate (SCPB) derivatives via the Michael-initiated reaction cyclization (MIRC) process. The synthesis involves aromatic aldehydes, malononitrile, barbituric acid, Oxone®/KI, and sodium aceta...

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Main Authors: Amin Rezaeifard, Eskandar Kolvari, Nadiya Koukabi
Format: Article
Language:English
Published: Elsevier 2025-07-01
Series:Results in Chemistry
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Online Access:http://www.sciencedirect.com/science/article/pii/S2211715625004771
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author Amin Rezaeifard
Eskandar Kolvari
Nadiya Koukabi
author_facet Amin Rezaeifard
Eskandar Kolvari
Nadiya Koukabi
author_sort Amin Rezaeifard
collection DOAJ
description This study investigates the innovative use of Oxone®/KI as a a promoter in synthesizing spirocyclopropylbarbiturate (SCPB) derivatives via the Michael-initiated reaction cyclization (MIRC) process. The synthesis involves aromatic aldehydes, malononitrile, barbituric acid, Oxone®/KI, and sodium acetate in a water-ethanol mixture under standard conditions. This novel approach offers several key advantages, including a notably simplified purification process, milder reaction conditions, and significantly improved yields. These attributes contribute to greater efficiency, reduced labor intensity, and enhanced safety during synthesis. Importantly, the method also aligns with the principles of green chemistry, minimizing hazardous reagent use and waste generation. Collectively, these benefits position the Oxone®/KI system as a highly effective and environmentally responsible strategy for spirobarbiturate synthesis. The structural integrity of the synthesized derivatives was confirmed using FT-IR, 1H NMR, and 13C NMR spectroscopic techniques.
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spelling doaj-art-6e37d1d84a2c40cda298200fe874a0592025-08-20T03:59:30ZengElsevierResults in Chemistry2211-71562025-07-011610249410.1016/j.rechem.2025.102494Exploring the efficiency of Oxone®/KI as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via Michael-initiated reaction cyclization (MIRC)Amin Rezaeifard0Eskandar Kolvari1Nadiya Koukabi2Department of Chemistry, Semnan University, Semnan 35131-19111, IranCorresponding author.; Department of Chemistry, Semnan University, Semnan 35131-19111, IranDepartment of Chemistry, Semnan University, Semnan 35131-19111, IranThis study investigates the innovative use of Oxone®/KI as a a promoter in synthesizing spirocyclopropylbarbiturate (SCPB) derivatives via the Michael-initiated reaction cyclization (MIRC) process. The synthesis involves aromatic aldehydes, malononitrile, barbituric acid, Oxone®/KI, and sodium acetate in a water-ethanol mixture under standard conditions. This novel approach offers several key advantages, including a notably simplified purification process, milder reaction conditions, and significantly improved yields. These attributes contribute to greater efficiency, reduced labor intensity, and enhanced safety during synthesis. Importantly, the method also aligns with the principles of green chemistry, minimizing hazardous reagent use and waste generation. Collectively, these benefits position the Oxone®/KI system as a highly effective and environmentally responsible strategy for spirobarbiturate synthesis. The structural integrity of the synthesized derivatives was confirmed using FT-IR, 1H NMR, and 13C NMR spectroscopic techniques.http://www.sciencedirect.com/science/article/pii/S2211715625004771Aromatic aldehydesBarbituric acidMalononitrileMichael-initiated reaction cyclization (MIRC)Oxone®/KISpirocyclopropylbarbiturate (SCPB) derivatives
spellingShingle Amin Rezaeifard
Eskandar Kolvari
Nadiya Koukabi
Exploring the efficiency of Oxone®/KI as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via Michael-initiated reaction cyclization (MIRC)
Results in Chemistry
Aromatic aldehydes
Barbituric acid
Malononitrile
Michael-initiated reaction cyclization (MIRC)
Oxone®/KI
Spirocyclopropylbarbiturate (SCPB) derivatives
title Exploring the efficiency of Oxone®/KI as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via Michael-initiated reaction cyclization (MIRC)
title_full Exploring the efficiency of Oxone®/KI as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via Michael-initiated reaction cyclization (MIRC)
title_fullStr Exploring the efficiency of Oxone®/KI as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via Michael-initiated reaction cyclization (MIRC)
title_full_unstemmed Exploring the efficiency of Oxone®/KI as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via Michael-initiated reaction cyclization (MIRC)
title_short Exploring the efficiency of Oxone®/KI as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via Michael-initiated reaction cyclization (MIRC)
title_sort exploring the efficiency of oxone r ki as a promoter in the synthesis of spirocyclopropylbarbiturate derivatives via michael initiated reaction cyclization mirc
topic Aromatic aldehydes
Barbituric acid
Malononitrile
Michael-initiated reaction cyclization (MIRC)
Oxone®/KI
Spirocyclopropylbarbiturate (SCPB) derivatives
url http://www.sciencedirect.com/science/article/pii/S2211715625004771
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