Ni-Catalyzed Cycloisomerization between 3-Phenoxy Acrylic Acid Derivatives and Alkynes via Intramolecular Cleavage and Formation of the C–O Bond To Give 2,3-Disubstituted Benzofurans
作者:Shohei Ohno、Jiawei Qiu、Ray Miyazaki、Hiroshi Aoyama、Kenichi Murai、Jun-ya Hasegawa、Mitsuhiro Arisawa
DOI:10.1021/acs.orglett.9b03170
日期:2019.10.18
based on transition-metal-catalyzed C-O bond cleavage have attracted much attention as a new synthetic method. Until now, several intermolecular reactions via C-O bond cleavage of aryl ethers, alkenyl ethers, esters, and others have been reported. Here we report an unprecedented C-O bond cleavage of 3-phenoxy acrylic acid derivatives, followed by intramolecular C-O bond formation with alkynes. This reaction
作为一种新的合成方法,基于过渡金属催化的CO键断裂的反应引起了人们的广泛关注。迄今为止,已经报道了通过芳族醚,烯基醚,酯等的CO键裂解的几种分子间反应。在这里,我们报告了前所未有的3-苯氧基丙烯酸衍生物的CO键断裂,随后与炔烃分子内形成CO键。该反应得到分别在2-和3-位具有有用的官能团-甲硅烷基取代基和丙烯酸衍生物的2,3-二取代的苯并呋喃。该报告还描述了对该机制的理论(DFT)见解。