Hongzhi Hu , Rongrong Wang , Zhihan Wang , Haimei Ren , Chenxu Guo , Dejin Zhang
{"title":"钼羰基介导苯酚和碘化物羰基化在温和条件下合成苯基羧酸盐","authors":"Hongzhi Hu , Rongrong Wang , Zhihan Wang , Haimei Ren , Chenxu Guo , Dejin Zhang","doi":"10.1016/j.tetlet.2025.155797","DOIUrl":null,"url":null,"abstract":"<div><div>A novel and efficient method for the synthesis of phenyl carboxylates via carbonylation of phenols and iodides using molybdenum carbonyl as the carbonyl source under mild conditions is reported. This research avoids the use of toxic and high-pressure CO gas by employing Mo(CO)₆ as a stoichiometric, controlled CO source, reducing safety risks associated with high-pressure CO storage and handling. By optimizing reaction parameters, a variety of phenyl carboxylates were obtained in good to excellent yields with broad substrate compatibility. Mechanistic studies revealed the <em>N</em>-acyl DBU iodine salt was synthesized during the reaction process. This work provides a practical alternative for phenyl carboxylate synthesis and expands the application of molybdenum carbonyl in carbonylation reactions.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"170 ","pages":"Article 155797"},"PeriodicalIF":1.5000,"publicationDate":"2025-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of phenyl carboxylates via molybdenum carbonyl-mediated carbonylation of phenols and iodides under mild conditions\",\"authors\":\"Hongzhi Hu , Rongrong Wang , Zhihan Wang , Haimei Ren , Chenxu Guo , Dejin Zhang\",\"doi\":\"10.1016/j.tetlet.2025.155797\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A novel and efficient method for the synthesis of phenyl carboxylates via carbonylation of phenols and iodides using molybdenum carbonyl as the carbonyl source under mild conditions is reported. This research avoids the use of toxic and high-pressure CO gas by employing Mo(CO)₆ as a stoichiometric, controlled CO source, reducing safety risks associated with high-pressure CO storage and handling. By optimizing reaction parameters, a variety of phenyl carboxylates were obtained in good to excellent yields with broad substrate compatibility. Mechanistic studies revealed the <em>N</em>-acyl DBU iodine salt was synthesized during the reaction process. This work provides a practical alternative for phenyl carboxylate synthesis and expands the application of molybdenum carbonyl in carbonylation reactions.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"170 \",\"pages\":\"Article 155797\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-08-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403925003466\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925003466","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Synthesis of phenyl carboxylates via molybdenum carbonyl-mediated carbonylation of phenols and iodides under mild conditions
A novel and efficient method for the synthesis of phenyl carboxylates via carbonylation of phenols and iodides using molybdenum carbonyl as the carbonyl source under mild conditions is reported. This research avoids the use of toxic and high-pressure CO gas by employing Mo(CO)₆ as a stoichiometric, controlled CO source, reducing safety risks associated with high-pressure CO storage and handling. By optimizing reaction parameters, a variety of phenyl carboxylates were obtained in good to excellent yields with broad substrate compatibility. Mechanistic studies revealed the N-acyl DBU iodine salt was synthesized during the reaction process. This work provides a practical alternative for phenyl carboxylate synthesis and expands the application of molybdenum carbonyl in carbonylation reactions.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.