Iron-Catalyzed Regioselective Hydroaryloxylation of CC Triple Bonds: An Efficient Synthesis of 2<i>H</i>-1-Benzopyran Derivatives
作者:Xiaobing Xu、Jun Liu、Linfeng Liang、Hongfeng Li、Yanzhong Li
DOI:10.1002/adsc.200900483
日期:2009.11
An efficient, regioselective, iron-catalyzed intramolecular hydroaryloxylation of 2-propargylphenols or naphthols is reported. The reactions proceed through an endo-dig cyclization to afford benzopyran or naphthopyran derivatives in good to high yields using iron(III) chloride as the catalyst with the assistance of aniline in dimethylformamide (DMF).
subsequent cyclization sequence in the presence of KOt-Bu for the synthesis of 2,3-disubstituted benzofurans in one pot was developed. This efficient strategy exhibits good functional-group compatibility and gives moderate to good yields. The present reaction might serve as an attractive method for the synthesis of polysubstituted benzofurans.
Amberlite IR-120H as an efficient and versatile solid phase catalyst for nucleophilic substitution of propargylic alcohols
作者:Satheesh Gujarathi、Howard P. Hendrickson、Guangrong Zheng
DOI:10.1016/j.tetlet.2013.04.120
日期:2013.7
A highly efficient Amberlite IR-120H resin mediated nucleophilic substitution of the hydroxyl group of propargylic alcohols with a wide range of nucleophiles is reported. The reactions were achieved under very mild conditions in excellent yields. (c) 2013 Elsevier Ltd. All rights reserved.