Chuang Liu (Writing – original draft Writing – review & editing) , Yang Zhou (Formal analysis Supervision) , Wenqiang Pei (Data curation Investigation) , Jinjun Hou (Formal analysis Supervision Validation) , Huali Long (Data curation Supervision) , Zijia Zhang (Conceptualization Supervision Validation) , Qinhua Chen (Funding acquisition Resources) , Yang Yang (Funding acquisition Investigation Resources) , Min Lei (Conceptualization Methodology Supervision Writing – original draft) , Wanying Wu (Funding acquisition Project administration Resources Supervision)
{"title":"Thiamin hydrochloride (VB1): A green and efficient catalyst for the synthesis of imidazolidin-4-ones","authors":"Chuang Liu (Writing – original draft Writing – review & editing) , Yang Zhou (Formal analysis Supervision) , Wenqiang Pei (Data curation Investigation) , Jinjun Hou (Formal analysis Supervision Validation) , Huali Long (Data curation Supervision) , Zijia Zhang (Conceptualization Supervision Validation) , Qinhua Chen (Funding acquisition Resources) , Yang Yang (Funding acquisition Investigation Resources) , Min Lei (Conceptualization Methodology Supervision Writing – original draft) , Wanying Wu (Funding acquisition Project administration Resources Supervision)","doi":"10.1080/00397911.2025.2550435","DOIUrl":null,"url":null,"abstract":"<div><div>A green and efficient method for synthesizing imidazolidin-4-one derivatives catalyzed by thiamin hydrochloride (VB<sub>1</sub>) has been developed. This protocol involves the reaction of α-amino amides with carbonyl compounds (aldehydes or ketones) in the presence of VB<sub>1</sub> (5 mol%) in EtOH, affording the target products in 50–85% yields. The reaction demonstrates broad substrate compatibility, accommodating aromatic aldehydes, heteroaromatic aldehydes, alkyl aldehydes, and alkyl ketones. Notably, estrone as a ketone substrate successfully undergoes condensation, yielding the corresponding product in 72% yield. The VB<sub>1</sub> catalyst offers advantages such as short reaction times, high efficiency, excellent environmental friendliness, and recyclability, maintaining performance over at least three cycles.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 18","pages":"Pages 1390-1401"},"PeriodicalIF":1.8000,"publicationDate":"2025-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791125000815","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A green and efficient method for synthesizing imidazolidin-4-one derivatives catalyzed by thiamin hydrochloride (VB1) has been developed. This protocol involves the reaction of α-amino amides with carbonyl compounds (aldehydes or ketones) in the presence of VB1 (5 mol%) in EtOH, affording the target products in 50–85% yields. The reaction demonstrates broad substrate compatibility, accommodating aromatic aldehydes, heteroaromatic aldehydes, alkyl aldehydes, and alkyl ketones. Notably, estrone as a ketone substrate successfully undergoes condensation, yielding the corresponding product in 72% yield. The VB1 catalyst offers advantages such as short reaction times, high efficiency, excellent environmental friendliness, and recyclability, maintaining performance over at least three cycles.
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.