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
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
收藏
页码:7125 / 7128
页数:4
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