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 Shohei Ohno Jiawei Qiu Ray Miyazaki Hiroshi Aoyama Kenichi Murai Jun-ya Hasegawa Mitsuhiro Arisawa 10.1021/acs.orglett.9b03170.s002 https://acs.figshare.com/articles/journal_contribution/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/9922334 Reactions 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 gave 2,3-disubstituted benzofurans having useful functional groupssilyl substituents and acrylic acid derivativesat the 2- and 3-positions, respectively. This report also described theoretical (DFT) insights into the mechanism. 2019-09-30 19:39:35 aryl ethers Ni-Catalyzed Cycloisomerization Intramolecular Cleavage 3- phenoxy acrylic acid derivatives alkenyl ethers DFT 3- positions cleavage bond