Literature DB >> 17997572

FeCl3-catalyzed nucleophilic substitution of propargylic acetates with enoxysilanes.

Zhuang-ping Zhan1, Xu-bin Cai, Shao-pei Wang, Jing-liang Yu, Hui-juan Liu, Yuan-yuan Cui.   

Abstract

An efficient FeCl3-catalyzed substitution reaction of propargylic acetates with enoxysilanes under mild conditions to afford corresponding gamma-alkynyl ketones has been developed. The substitution reaction is followed by a TsOH-catalyzed cyclization without purification of the gamma-alkynyl ketone intermediates, offering a straightforward synthetic route to tri- or tetrasubstituted furans.

Entities:  

Year:  2007        PMID: 17997572     DOI: 10.1021/jo701782g

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

Review 2.  Scope and advances in the catalytic propargylic substitution reaction.

Authors:  Rashmi Roy; Satyajit Saha
Journal:  RSC Adv       Date:  2018-09-05       Impact factor: 3.361

3.  Gold-catalyzed alkylation of silyl enol ethers with ortho-alkynylbenzoic acid esters.

Authors:  Haruo Aikawa; Tetsuro Kaneko; Naoki Asao; Yoshinori Yamamoto
Journal:  Beilstein J Org Chem       Date:  2011-05-20       Impact factor: 2.883

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.