Regiocontrolled Palladium-Catalyzed Arylative Cyclizations of Alkynols

被引：83

作者：

Fujino, Daishi ^{[1
]}

Yorimitsu, Hideki ^{[1
,2
]}

Osuka, Atsuhiro ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

[2] JST, ACT C, Sakyo Ku, Kyoto 6068502, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 17期

关键词：

STEREOSELECTIVE-SYNTHESIS; ALKENE CARBOETHERIFICATION; RECEPTOR ANTAGONIST; METAL VINYLIDENES; TERMINAL ALKYNES; ALLYL ALCOHOLS; HETEROCYCLES; YNAMIDES; CARBOAMINATION; HALIDES;

D O I：

10.1021/ja5029028

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Tuning the reactivity of arylpalladium intermediates enables control of catalytic arylative 5-exo and 6-endo cyclizations of alkynols. The two modes of cyclizations represent a rare example of controllable, regioselective difunctionalization of alkynes. The cyclizations are useful in offering a divergent synthesis of oxygen-containing heterocycles, which is of synthetic use for further derivatization. Formal synthesis of an hNK-1 receptor antagonist also showcases the utility of our arylative cyclization.

引用

页码：6255 / 6258

页数：4

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