{"title":"催化进展:通过流动化学优化钯基交叉偶联反应","authors":"Iqra S. Patel, Gokul Ganesan, Shilpa Jain","doi":"10.1021/acs.oprd.4c00027","DOIUrl":null,"url":null,"abstract":"Flow chemistry is a method of conducting a reaction in continuous flow through channels by pumping the reactants into the system. This advanced method offers rapid and efficient mixing, precise control of reaction conditions, high-throughput screening, and rapid optimization of the reaction as compared to batch conditions. In the current times, various pharmaceutical intermediates are being produced efficiently using flow chemistry. One of the most important reactions emerging is the carbon–carbon cross coupling reaction using transition metal catalysis especially palladium. Cross-coupling reactions are vital in the creation of advanced materials with tailored properties desired for pharmaceuticals, agrochemicals, and fine chemicals. Over the years, numerous Pd-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling, Mizoroki-Heck coupling, Sonogashira coupling, Stille coupling, Negishi coupling, etc., have been explored and widely applied. Continuous-flow methods for heterogeneous catalysis have enhanced the reaction by integrating the separation process into a single step using packed bed reactors and eliminating the need for additional steps for catalyst recovery. The focus of this review is to address various catalysts developed for Pd-catalyzed cross-coupling reactions in a flow reaction, followed by optimization such as flow rate, residence time, temperature, Pd loading, solvent, base, and concentration of starting material. This review presents a comprehensive study of these catalysts used for C–C coupling using flow chemistry.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":null,"pages":null},"PeriodicalIF":3.1000,"publicationDate":"2024-09-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Catalytic Advancements: Optimizing Pd-Based Cross-Coupling Reactions Through Flow Chemistry\",\"authors\":\"Iqra S. Patel, Gokul Ganesan, Shilpa Jain\",\"doi\":\"10.1021/acs.oprd.4c00027\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Flow chemistry is a method of conducting a reaction in continuous flow through channels by pumping the reactants into the system. This advanced method offers rapid and efficient mixing, precise control of reaction conditions, high-throughput screening, and rapid optimization of the reaction as compared to batch conditions. In the current times, various pharmaceutical intermediates are being produced efficiently using flow chemistry. One of the most important reactions emerging is the carbon–carbon cross coupling reaction using transition metal catalysis especially palladium. Cross-coupling reactions are vital in the creation of advanced materials with tailored properties desired for pharmaceuticals, agrochemicals, and fine chemicals. Over the years, numerous Pd-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling, Mizoroki-Heck coupling, Sonogashira coupling, Stille coupling, Negishi coupling, etc., have been explored and widely applied. Continuous-flow methods for heterogeneous catalysis have enhanced the reaction by integrating the separation process into a single step using packed bed reactors and eliminating the need for additional steps for catalyst recovery. The focus of this review is to address various catalysts developed for Pd-catalyzed cross-coupling reactions in a flow reaction, followed by optimization such as flow rate, residence time, temperature, Pd loading, solvent, base, and concentration of starting material. This review presents a comprehensive study of these catalysts used for C–C coupling using flow chemistry.\",\"PeriodicalId\":55,\"journal\":{\"name\":\"Organic Process Research & Development\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":3.1000,\"publicationDate\":\"2024-09-09\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Process Research & Development\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.oprd.4c00027\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Process Research & Development","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.oprd.4c00027","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
Catalytic Advancements: Optimizing Pd-Based Cross-Coupling Reactions Through Flow Chemistry
Flow chemistry is a method of conducting a reaction in continuous flow through channels by pumping the reactants into the system. This advanced method offers rapid and efficient mixing, precise control of reaction conditions, high-throughput screening, and rapid optimization of the reaction as compared to batch conditions. In the current times, various pharmaceutical intermediates are being produced efficiently using flow chemistry. One of the most important reactions emerging is the carbon–carbon cross coupling reaction using transition metal catalysis especially palladium. Cross-coupling reactions are vital in the creation of advanced materials with tailored properties desired for pharmaceuticals, agrochemicals, and fine chemicals. Over the years, numerous Pd-catalyzed cross-coupling reactions, such as Suzuki-Miyaura coupling, Mizoroki-Heck coupling, Sonogashira coupling, Stille coupling, Negishi coupling, etc., have been explored and widely applied. Continuous-flow methods for heterogeneous catalysis have enhanced the reaction by integrating the separation process into a single step using packed bed reactors and eliminating the need for additional steps for catalyst recovery. The focus of this review is to address various catalysts developed for Pd-catalyzed cross-coupling reactions in a flow reaction, followed by optimization such as flow rate, residence time, temperature, Pd loading, solvent, base, and concentration of starting material. This review presents a comprehensive study of these catalysts used for C–C coupling using flow chemistry.
期刊介绍:
The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools,process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.