Paras Saini , Jyoti , Pawan K. Sharma , Virender Singh
{"title":"β-卤乙烯基醛:有机合成中的多面多用途构建块","authors":"Paras Saini , Jyoti , Pawan K. Sharma , Virender Singh","doi":"10.1002/ejoc.202401058","DOIUrl":null,"url":null,"abstract":"<div><div>β‐halovinyl aldehydes serve as a valuable building blocks in organic synthesis. These aldo‐x bifunctional building blocks (AXB3s) contain a alkenic double bond (vinyl) as well as a formyl group along with a halogen atom (Cl, Br, I) bonded with the β‐carbon atom of vinyl aldehyde. Owing to the presence of these multiple reactive sites, β‐halovinyl aldehydes act as a suitable precursor for Michael addition, direct addition, addition‐elimination reactions, cross‐coupling reactions, condensation reactions, nucleophilic substitution reactions, domino reactions, MCRs, Diels‐Alder reaction, functional group transformation reactions and enantioselective transformations. Therefore, a comprehensive review on synthetic exploration of β‐halovinyl aldehydes has been carried out for the generation of reactive intermediates and diverse bioactive heterocycles by using various C−C, C−N, C−S and C−O bond forming reactions. In this review, we have assembled the literature from mid‐2007 to Jan 2024.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 6","pages":"Article e202401058"},"PeriodicalIF":2.5000,"publicationDate":"2025-02-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"β‐halovinyl Aldehydes: Multifaceted Versatile Building Blocks In Organic Synthesis\",\"authors\":\"Paras Saini , Jyoti , Pawan K. Sharma , Virender Singh\",\"doi\":\"10.1002/ejoc.202401058\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>β‐halovinyl aldehydes serve as a valuable building blocks in organic synthesis. These aldo‐x bifunctional building blocks (AXB3s) contain a alkenic double bond (vinyl) as well as a formyl group along with a halogen atom (Cl, Br, I) bonded with the β‐carbon atom of vinyl aldehyde. Owing to the presence of these multiple reactive sites, β‐halovinyl aldehydes act as a suitable precursor for Michael addition, direct addition, addition‐elimination reactions, cross‐coupling reactions, condensation reactions, nucleophilic substitution reactions, domino reactions, MCRs, Diels‐Alder reaction, functional group transformation reactions and enantioselective transformations. Therefore, a comprehensive review on synthetic exploration of β‐halovinyl aldehydes has been carried out for the generation of reactive intermediates and diverse bioactive heterocycles by using various C−C, C−N, C−S and C−O bond forming reactions. In this review, we have assembled the literature from mid‐2007 to Jan 2024.</div></div>\",\"PeriodicalId\":167,\"journal\":{\"name\":\"European Journal of Organic Chemistry\",\"volume\":\"28 6\",\"pages\":\"Article e202401058\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2025-02-10\",\"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://www.sciencedirect.com/org/science/article/pii/S1434193X24009654\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1434193X24009654","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
β‐halovinyl Aldehydes: Multifaceted Versatile Building Blocks In Organic Synthesis
β‐halovinyl aldehydes serve as a valuable building blocks in organic synthesis. These aldo‐x bifunctional building blocks (AXB3s) contain a alkenic double bond (vinyl) as well as a formyl group along with a halogen atom (Cl, Br, I) bonded with the β‐carbon atom of vinyl aldehyde. Owing to the presence of these multiple reactive sites, β‐halovinyl aldehydes act as a suitable precursor for Michael addition, direct addition, addition‐elimination reactions, cross‐coupling reactions, condensation reactions, nucleophilic substitution reactions, domino reactions, MCRs, Diels‐Alder reaction, functional group transformation reactions and enantioselective transformations. Therefore, a comprehensive review on synthetic exploration of β‐halovinyl aldehydes has been carried out for the generation of reactive intermediates and diverse bioactive heterocycles by using various C−C, C−N, C−S and C−O bond forming reactions. In this review, we have assembled the literature from mid‐2007 to Jan 2024.
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.