10.1021/acs.orglett.9b03170.s002
Shohei Ohno
Shohei
Ohno
Jiawei Qiu
Jiawei
Qiu
Ray Miyazaki
Ray
Miyazaki
Hiroshi Aoyama
Hiroshi
Aoyama
Kenichi Murai
Kenichi
Murai
Jun-ya Hasegawa
Jun-ya
Hasegawa
Mitsuhiro Arisawa
Mitsuhiro
Arisawa
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
American Chemical Society
2019
aryl ethers
Ni-Catalyzed Cycloisomerization
Intramolecular Cleavage
3- phenoxy acrylic acid derivatives
alkenyl ethers
DFT
3- positions
cleavage
bond
2019-09-30 19:39:35
Journal contribution
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 groupssilyl substituents and acrylic acid
derivativesat the 2- and 3-positions, respectively. This report
also described theoretical (DFT) insights into the mechanism.