Synthesis of quinol-4-ones and chroman-4-ones via a palladium-catalysed cascade carbonylation-allene insertion

被引：75

作者：

Grigg, R ^{[1
]}

Liu, A

Shaw, D

Suganthan, S

Woodall, DE

Yoganathan, G

机构：

[1] Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth, Leeds LS2 9JT, W Yorkshire, England

[2] Pharmacia & Upjohn Inc, Dept Chem, S-75182 Uppsala, Sweden

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 36期

基金：

英国工程与自然科学研究理事会;

关键词：

palladium catalysis; cascade; carbonylation; allenes; 3-methylene-4-quinolones/chromanones; amino-alcohols;

D O I：

10.1016/S0040-4039(00)01176-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium(0)-catalysed termolecular queuing processes involving oxidative addition to aryl iodides followed by low pressure carbonylation, allene insertion and capture of the resulting pi-allyl palladium(II) species by an internal O- or N-nucleophile occur in good yields. One-pot 3-methylene chromanone/quinolone synthesis-Michael addition-stereoselective reduction are also reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：7125 / 7128

页数：4

共 8 条

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[7] Synthesis of 1-(alkoxycarbonyl)methylene-1,3-dihydroisobenzofurans and 4-(alkoxycarbonyl)benzo[c]pyrans by palladium-catalysed oxidative carbonylation of 2-alkynylbenzyl alcohols, 2-alkynylbenzaldehydes and 2-alkynylphenyl ketones
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[8] Study on ferrocenes, Part 20.: Synthesis of novel ferrocene labelled steroidal derivatives via palladium-catalysed carbonylation.: X-ray structure of 17-(N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)carbamoyl)-5α-androst-16-ene
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