Intramolecular cyclization of phenol derivatives with C=C double bond in a side chain

被引：29

作者：

Ito, Yoshihiko ^{[1
]}

Kato, Risa ^{[1
]}

Hamashima, Kentaro ^{[1
]}

Kataoka, Yohei ^{[1
]}

Oe, Yohei ^{[1
]}

Ohta, Tetsuo ^{[1
]}

Furukawa, Isao ^{[1
]}

机构：

[1] Doshisha Univ, Fac Engn, Dept Mol Sci & Technol, Kyoto 6100394, Japan

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2007年 / 692卷 / 1-3期

关键词：

intramolecular addition; copper; silver; 2,3-dihydrobenzofuran; 3,4-dihydro-2H-1-benzopyrane; 3,4-dihydro-2H-1,5-benzodioxepin;

D O I：

10.1016/j.jorganchem.2006.05.060

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Intramolecular cyclization of phenol derivatives with C=C double bond on a side chain was examined using copper and silver catalyst. For example, 2-allylphenol (la) was converted to 2,3-dihydro-2-methylbenzofuran (2a) in 70% yield using Cu(OTf)(2) or in 90% yield using AgClO4. This catalysis was applied to cyclization of 2-allylphenol derivatives, 2-(3-butenyl)phenol, benzoic acids with C=C double bond, 2-altyl-N-tosylaniline, and 2-(3-butenyloxy)phenol. Furthermore, allyl phenyl ether was converted to 2a via. Claisen rearrangement and cyclization. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：691 / 697

页数：7

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