乙氧基乙基醚与炔烃的碘环化反应：3-碘苯并[b]呋喃的一种广泛适用的合成方法。

Iodocyclization of ethoxyethyl ethers to alkynes: a broadly applicable synthesis of 3-iodobenzo[b]furans.

作者信息

Okitsu Takashi, Nakazawa Daisuke, Taniguchi Rie, Wada Akimori

机构信息

Department of Organic Chemistry for Life Science, Kobe Pharmaceutical University, 4-19-1, Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.

出版信息

Org Lett. 2008 Nov 6;10(21):4967-70. doi: 10.1021/ol8020463. Epub 2008 Oct 3.

DOI:10.1021/ol8020463

PMID:18831555

Abstract

A wide variety of 3-iodobenzo[b]furans were readily prepared by iodocyclization of 2-alkynyl-1-(1-ethoxyethoxy)benzenes with the I(coll)2PF6-BF3 x OEt2 combination. Aryl-, vinylic-, and alkyl-substituted alkynes undergo iodocyclization in good to excellent yields. The mechanism of the reaction is also discussed.

摘要

通过2-炔基-1-(1-乙氧基乙氧基)苯与I(coll)2PF6-BF3·OEt2组合进行碘环化反应，可轻松制备出多种3-碘苯并[b]呋喃。芳基、乙烯基和烷基取代的炔烃进行碘环化反应的产率良好至优异。还讨论了该反应的机理。