Regioselective Synthesis of 2-Acylbutadienes from β,γ-Unsaturated Ketones

被引：1

作者：

Shabalin, Dmitrii A. ^{[1
]}

Ivanova, Elena, V ^{[1
]}

Ushakov, Igor A. ^{[1
]}

Schmidt, Elena Yu ^{[1
]}

Trofimov, Boris A. ^{[1
]}

机构：

[1] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, 1 Favorsky St, Irkutsk 664033, Russia

来源：

SYNTHESIS-STUTTGART | 2019年 / 51卷 / 20期

关键词：

condensation; C-C bond formation; unsaturated ketones; aldehydes; conjugated dienes; VINYLOGOUS ALDOL REACTION; ALLYL ARYL KETONES; ORGANIC-SYNTHESIS; ARYLACETYLENES; VINYLATION; COMPLEXES; ATOM; POT;

D O I：

10.1055/s-0039-1690003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Acylbuta-1,3-dienes have been synthesized regioselectively from aromatic and heteroaromatic beta,gamma-unsaturated ketones (readily accessible via base-catalyzed addition of ketones to acetylenes) and aldehydes. The reaction smoothly proceeds with piperidine (10 mol%)/acetic acid (10 mol%) catalytic pair in boiling toluene to provide synthetically attractive polyconjugated electron-deficient dienes in up to 94% yield.

引用

页码：3825 / 3833

页数：9

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