{"title":"丙炔乙酸酯与氯氢硅烷还原交叉偶联制备多取代烯的镍催化研究","authors":"Xiaohui Yan , Hong Deng","doi":"10.1002/ejoc.202401234","DOIUrl":null,"url":null,"abstract":"<div><div>This paper introduces an innovative strategy for the synthesis of multisubstituted allenes via nickel‐catalyzed reductive cross‐coupling reactions. The approach utilizes propargyl acetates and chlorosilanes to produce a variety of silyl‐substituted allenes. The reaction conditions are notably mild, and the process is characterized by high chemo‐ and regioselectivity, as well as an impressive substrate scope. Furthermore, the method can be readily extended to the use of chlorogermane and chlorostannane, facilitating the synthesis of germanium or stannium‐substituted allenes. This research not only offers a valuable strategy for the preparation of multisubstituted allenes but also significantly broadens the synthetic repertoire for the construction of highly functionalized molecules.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 7","pages":"Article e202401234"},"PeriodicalIF":2.5000,"publicationDate":"2025-02-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Ni‐Catalyzed Synthesis of Multisubstituted Allenes via Reductive Cross‐Coupling of Propargylic Acetates with Chlorohydrosilanes\",\"authors\":\"Xiaohui Yan , Hong Deng\",\"doi\":\"10.1002/ejoc.202401234\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>This paper introduces an innovative strategy for the synthesis of multisubstituted allenes via nickel‐catalyzed reductive cross‐coupling reactions. The approach utilizes propargyl acetates and chlorosilanes to produce a variety of silyl‐substituted allenes. The reaction conditions are notably mild, and the process is characterized by high chemo‐ and regioselectivity, as well as an impressive substrate scope. Furthermore, the method can be readily extended to the use of chlorogermane and chlorostannane, facilitating the synthesis of germanium or stannium‐substituted allenes. This research not only offers a valuable strategy for the preparation of multisubstituted allenes but also significantly broadens the synthetic repertoire for the construction of highly functionalized molecules.</div></div>\",\"PeriodicalId\":167,\"journal\":{\"name\":\"European Journal of Organic Chemistry\",\"volume\":\"28 7\",\"pages\":\"Article e202401234\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2025-02-17\",\"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/S1434193X24009733\",\"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/S1434193X24009733","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Ni‐Catalyzed Synthesis of Multisubstituted Allenes via Reductive Cross‐Coupling of Propargylic Acetates with Chlorohydrosilanes
This paper introduces an innovative strategy for the synthesis of multisubstituted allenes via nickel‐catalyzed reductive cross‐coupling reactions. The approach utilizes propargyl acetates and chlorosilanes to produce a variety of silyl‐substituted allenes. The reaction conditions are notably mild, and the process is characterized by high chemo‐ and regioselectivity, as well as an impressive substrate scope. Furthermore, the method can be readily extended to the use of chlorogermane and chlorostannane, facilitating the synthesis of germanium or stannium‐substituted allenes. This research not only offers a valuable strategy for the preparation of multisubstituted allenes but also significantly broadens the synthetic repertoire for the construction of highly functionalized molecules.
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.