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
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
收藏
页码:6255 / 6258
页数:4
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