Cesium Carbonate-Promoted Hydroamidation of Alkynes: Enamides, Indoles and the Effect of Iron(III) Chloride

被引：51

作者：

Teresa Herrero, Maria ^{[1
]}

Diaz de Sarralde, Jokin ^{[1
]}

SanMartin, Raul ^{[1
]}

Bravo, Laura ^{[1
]}

Dominguez, Esther ^{[1
]}

机构：

[1] Univ Basque Country UPV EHU, Fac Sci & Technol, Dept Organ Chem 2, Leioa 48940, Spain

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2012年 / 354卷 / 16期

关键词：

alkynes; cesium; enamides; hydroamidation; iron; REGIOSELECTIVE-SYNTHESIS; ONE-POT; EFFICIENT SYNTHESIS; COUPLING REACTIONS; TERMINAL ALKYNES; 2-ETHYNYLANILINE DERIVATIVES; CATALYZED HYDROAMIDATION; BIOLOGICAL EVALUATION; 2-STEP SYNTHESIS; PALLADIUM;

D O I：

10.1002/adsc.201200430

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A series of enamide derivatives was prepared by a simple procedure for the hydroamidation of alkynes with amides and sulfonamides. The use of such a mild base as cesium carbonate promotes the latter transformation, and the addition of catalytic amounts of iron(III) chloride has a beneficial effect in the outcome of some of the presented hydroamidation reactions. A range of indoles was also synthesized from ortho-alkynylanilides by both complementary procedures, which proved to be useful for the construction of the indolo[1,2-c]quinazoline tetracyclic system from an ortho-(2-aminophenylalkynyl)anilide.

引用

页码：3054 / 3064

页数：11

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