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(Z)-或(E)-烯炔基乙酸酯合成多取代呋喃:芳环供电子基团加速的串联反应。

Multisubstituted furan formation from (Z)- or (E)-enynyl acetates: tandem reactions accelerated by electron-donating groups on aromatic rings.

机构信息

Faculty of Pharmaceutical Sciences, Hiroshima International University, 5-1-1 Hirokoshingai, Kure, Hiroshima 737-0112, Japan.

出版信息

J Org Chem. 2012 Apr 20;77(8):3944-51. doi: 10.1021/jo300251c. Epub 2012 Mar 29.

Abstract

Multisubstituted furans were readily prepared from (Z)- or (E)-conjugated enynyl acetates with NXS under metal-free conditions at room temperature via the same haloallenyl ketone intermediates. This tandem haloallenyl ketone formation-furan formation reaction sequence was accelerated by electron-donating groups on the aromatic rings.

摘要

多取代呋喃可通过(Z)-或(E)-共轭烯炔基乙酸酯与 NXS 在室温下无金属条件下简便地制备,通过相同的卤代烯基酮中间体。该串联卤代烯基酮形成-呋喃形成反应序列被芳环上的供电子基团加速。

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