Bin Guo , Jing Zhang , Dan Chen , David J. Young , Hong-Xi Li
{"title":"Transition metal-catalyzed olefination of alkyl heteroarenes with alcohols","authors":"Bin Guo , Jing Zhang , Dan Chen , David J. Young , Hong-Xi Li","doi":"10.1016/j.tet.2024.134306","DOIUrl":null,"url":null,"abstract":"<div><div>Transition metal catalyzed direct olefination of alkyl heteroarenes with alcohols using acceptorless dehydrogenative coupling (ADC) reactions and aerobic oxidative olefination are effective, versatile transformations for the construction of alkenyl heterocyclic compounds. Various transition metal catalysts based on noble metals (Ru) and their earth-abundant equivalents (Mn, Ni, Fe, Co) have been employed for these protocols. Water and hydrogen are the only byproducts and the starting alcohols are less toxic, more readily available, more easily handled and more atom economical than their halogen counterparts. This review details recent advances in these green methodologies, describing scope, reaction mechanisms, chemo-selectivity and applications in synthesis.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"168 ","pages":"Article 134306"},"PeriodicalIF":2.1000,"publicationDate":"2024-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402024004873","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Transition metal catalyzed direct olefination of alkyl heteroarenes with alcohols using acceptorless dehydrogenative coupling (ADC) reactions and aerobic oxidative olefination are effective, versatile transformations for the construction of alkenyl heterocyclic compounds. Various transition metal catalysts based on noble metals (Ru) and their earth-abundant equivalents (Mn, Ni, Fe, Co) have been employed for these protocols. Water and hydrogen are the only byproducts and the starting alcohols are less toxic, more readily available, more easily handled and more atom economical than their halogen counterparts. This review details recent advances in these green methodologies, describing scope, reaction mechanisms, chemo-selectivity and applications in synthesis.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.