Institute of Chemistry, Saint Petersburg State University , Universitetskaya nab., 7/9, Saint Petersburg 199034, Russia.
Department of Chemistry, Saint Petersburg State Forest Technical University , Institutsky per. 5, Saint Petersburg 194021, Russia.
Chem Rev. 2016 May 25;116(10):5894-986. doi: 10.1021/acs.chemrev.5b00514. Epub 2016 Apr 25.
This review is focused on the analysis of current data on new methods of alkenylation of arenes and heteroarenes with alkynes by transition metal catalyzed reactions, Bronsted/Lewis acid promoted transformations, and others. The synthetic potential, scope, limitations, and mechanistic problems of the alkenylation reactions are discussed. The insertion of an alkenyl group into aromatic and heteroaromatic rings by inter- or intramolecular ways provides a synthetic route to derivatives of styrene, stilbene, chalcone, cinnamic acid, various fused carbo- and heterocycles, etc.
这篇综述重点分析了通过过渡金属催化反应、布朗斯特/路易斯酸促进的转化以及其他方法实现芳烃和杂芳烃与炔烃的烯基化的最新方法的相关数据。讨论了烯基化反应的合成潜力、范围、局限性和反应机理问题。通过分子内或分子间方式将烯基插入芳环和杂芳环中,为苯乙烯、二苯乙烯、查尔酮、肉桂酸、各种稠合碳环和杂环衍生物等提供了合成途径。