Rapid and diverse route to natural product-like biaryl ether containing macrocycles

被引：96

作者：

Cristau, P

Vors, JP

Zhu, JP ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

[2] Bayer CropSci, F-69009 Lyon, France

来源：

TETRAHEDRON | 2003年 / 59卷 / 40期

关键词：

multicomponent reaction; Ugi-4CR; intramolecular SNAr reaction; cycloetherification; marcrocycles; diaryl ether;

D O I：

10.1016/j.tet.2003.08.031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A two-step sequence involving an Ugi four-component reaction and an intramolecular nucleophilic aromatic substitution (SNAr) has been developed for the rapid access to biaryl-ether containing macrocycles. In the course of this study, we documented that ammonium chloride can promote the Ugi-4CR in non-polar aprotic solvent (toluene) without the interference of an alternative Passerini reaction. Solid phase synthesis of macrocycles by this two-step sequence was also developed using polymer (Wang resin) supported alpha-(4'-fluoro-3'nitro)phenethyl isocyanoacetate as one of the inputs. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：7859 / 7870

页数：12

共 116 条

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