Intramolecular O-arylation of phenols with phenylboronic acids: Application to the synthesis of macrocyclic metalloproteinase inhibitors

被引：105

作者：

Decicco, CP ^{[1
]}

Song, Y

Evans, DA

机构：

[1] Dupont Pharmaceut Co, Chem & Phys Sci, Expt Stn, Wilmington, DE 19880 USA

[2] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 07期

关键词：

D O I：

10.1021/ol015572i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The copper acetate mediated intramolecular O-arylation of phenols with phenylboronic acid pseudopeptides is the key step in the preparation of macrocyclic biphenyl ether hydroxamic acid inhibitors of collagenase 1 and gelatinases A and B. The intramolecular macrocyclization was found to be mild and tolerant of common chemical functionality. This methodology should provide a general route to macrocyclic biphenyl ethers.

引用

页码：1029 / 1032

页数：4

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