{"title":"Sustainable Synthesis of Biogenic CuO Nanoparticles from Agro‐Waste for One‐Pot C–N Bond Formation","authors":"Partha Pratim Sarma, Pranjal K. Baruah","doi":"10.1002/ejoc.202500423","DOIUrl":null,"url":null,"abstract":"We report a simple, green, and cost‐effective method for synthesizing copper oxide nanoparticles (CuONPs) using waste cotton shell (WCS) ash extract, which serves as a natural base (pH 12), replacing conventional inorganic bases. The green‐synthesized CuONPs exhibit excellent catalytic activity in heterogenous catalysis facilitating C–N bond formation, a key strategy for accessing various bioactive nitrogen heterocycles. TEM analysis reveals spherical morphology of the CuO nanostructure with an average particle size of 15.5 nm. The catalyst efficiently promotes the synthesis of quinoxaline derivatives via cyclization of terminal alkynes and o‐phenylenediamine, offering broad substrate scope (17 quinoxaline derivatives), good yields, and recyclability. This methodology is also applicable to aliphatic terminal alkynes. Additionally, CuONPs also catalyzed the aza‐Michael addition reactions of amines with α, β‐unsaturated compounds at room temperature, affording excellent yields. The protocol tolerates a wide range of amines, including acyclic, cyclic (up to seven‐membered rings), primary, secondary, and heterocyclic amines. Synthesis of 14 aza Michael addition products are reported. Furthermore, the CuO nanostructures exhibits high stability and reusability for up to five cycles with minimal loss of activity.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"56 1","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202500423","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
We report a simple, green, and cost‐effective method for synthesizing copper oxide nanoparticles (CuONPs) using waste cotton shell (WCS) ash extract, which serves as a natural base (pH 12), replacing conventional inorganic bases. The green‐synthesized CuONPs exhibit excellent catalytic activity in heterogenous catalysis facilitating C–N bond formation, a key strategy for accessing various bioactive nitrogen heterocycles. TEM analysis reveals spherical morphology of the CuO nanostructure with an average particle size of 15.5 nm. The catalyst efficiently promotes the synthesis of quinoxaline derivatives via cyclization of terminal alkynes and o‐phenylenediamine, offering broad substrate scope (17 quinoxaline derivatives), good yields, and recyclability. This methodology is also applicable to aliphatic terminal alkynes. Additionally, CuONPs also catalyzed the aza‐Michael addition reactions of amines with α, β‐unsaturated compounds at room temperature, affording excellent yields. The protocol tolerates a wide range of amines, including acyclic, cyclic (up to seven‐membered rings), primary, secondary, and heterocyclic amines. Synthesis of 14 aza Michael addition products are reported. Furthermore, the CuO nanostructures exhibits high stability and reusability for up to five cycles with minimal loss of activity.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.