New efficient access to fused (Het)Aryltetrahydroindolizinones via N-acyl iminium intermediates

被引：28

作者：

Chiurato, Matteo ^{[1
]}

Boulahjar, Rajaa ^{[1
]}

Routier, Sylvain ^{[1
]}

Troin, Yves ^{[2
]}

Guillaumet, Gerald ^{[1
]}

机构：

[1] Univ Orleans, ICOA, Inst Chim Organ & Analyt, UMR CNRS 6005, F-45057 Orleans 2, France

[2] Clermont Univ, ENSCCF, EA 987, LCHG, F-63000 Clermont Ferrand, France

来源：

TETRAHEDRON | 2010年 / 66卷 / 25期

关键词：

CDK4; INHIBITORS; LIBRARY DESIGN; RING-SYSTEM; ACID; ANALOGS; CANCER; ROUTE; CYCLIZATIONS; ANTAGONISTS; KINASES;

D O I：

10.1016/j.tet.2010.03.100

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this paper, we described the preparation of fused (Het)Aryltetrahydroindolizinones via N-acyl iminium intermediates. Two different routes were also explored to achieve the synthesis. The first one consists in the intramolecular reaction of beta-hydroxylactams whereas the second route one is an intermolecular condensation between a 2-formylester or a beta-alkoxylactone and an appropriate primary amine. We also developed two heterocyclic strategies to obtain the adequate unavailable starting materials in pyridine, pyrazine, quinoline, and quinaxoline series and then perform all inter or intramolecular reactions. Scope and limitations are given. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：4647 / 4653

页数：7

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