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Regio‐ and Stereoselective Synthesis of Enynyl‐Aryl Ethers Enabled by Copper/Iodide Tandem Catalysis
Author(s) -
Wu YunBin,
Xiao Lin,
Mao ChunLi,
Zang ZhongLin,
Zhou ChengHe,
Cai GuiXin
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900626
Subject(s) - chemistry , stereoselectivity , aryl , tandem , iodide , catalysis , alkyne , indole test , combinatorial chemistry , copper , substrate (aquarium) , cascade reaction , organic chemistry , medicinal chemistry , stereochemistry , alkyl , materials science , oceanography , composite material , geology
An approach to preparing enynyl‐aryl ethers from phenols and phenylacetylenes is described. This method without extra ligands, overcoming the favored Glaser‐Hay dimerization of alkyne, features a wide substrate scope (38 examples including endofolliculina and indole) and the merits of high atom and step economy, good regio‐ and stereoselectivity ( Z‐ isomers major) in moderate to good isolated yields. Mechanistic studies show that the reaction is enabled by distinctive copper/iodide tandem catalysis.
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