Ying Gan, Jin Zhang, Karunanidhi Murali, Yongquan Ning, Yong Wu, Jacek Mlynarski, Zhaohong Liu
{"title":"异丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯丙二烯","authors":"Ying Gan, Jin Zhang, Karunanidhi Murali, Yongquan Ning, Yong Wu, Jacek Mlynarski, Zhaohong Liu","doi":"10.1039/d5qo00663e","DOIUrl":null,"url":null,"abstract":"We report the development of acrolein triftosylhydrazone (AHZ-Tfs), an operationally safe and user-friendly reagent serving as an efficient in situ source of highly unstable vinyldiazomethane. This reagent enables catalytic reactions of unsubstituted vinylcarbene, such as Doyle–Kirmse reactions, cyclopropanation, and Si–H insertion, producing access to allyl-containing compounds with outcomes superior to those obtained using pre-prepared vinyldiazomethane.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"11 1","pages":""},"PeriodicalIF":4.7000,"publicationDate":"2025-05-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Acrolein Triftosylhydrazone: A Versatile Vinylcarbene Reagent\",\"authors\":\"Ying Gan, Jin Zhang, Karunanidhi Murali, Yongquan Ning, Yong Wu, Jacek Mlynarski, Zhaohong Liu\",\"doi\":\"10.1039/d5qo00663e\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"We report the development of acrolein triftosylhydrazone (AHZ-Tfs), an operationally safe and user-friendly reagent serving as an efficient in situ source of highly unstable vinyldiazomethane. This reagent enables catalytic reactions of unsubstituted vinylcarbene, such as Doyle–Kirmse reactions, cyclopropanation, and Si–H insertion, producing access to allyl-containing compounds with outcomes superior to those obtained using pre-prepared vinyldiazomethane.\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":\"11 1\",\"pages\":\"\"},\"PeriodicalIF\":4.7000,\"publicationDate\":\"2025-05-31\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d5qo00663e\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo00663e","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Acrolein Triftosylhydrazone: A Versatile Vinylcarbene Reagent
We report the development of acrolein triftosylhydrazone (AHZ-Tfs), an operationally safe and user-friendly reagent serving as an efficient in situ source of highly unstable vinyldiazomethane. This reagent enables catalytic reactions of unsubstituted vinylcarbene, such as Doyle–Kirmse reactions, cyclopropanation, and Si–H insertion, producing access to allyl-containing compounds with outcomes superior to those obtained using pre-prepared vinyldiazomethane.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.