Cu(I)-Catalyzed Macrocyclic Sonogashira-Type Cross-Coupling

被引：33
|
作者：
Santandrea, Jeffrey
Bedard, Anne-Catherine
Collins, Shawn K. [1 ]
机构：
[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 15期
基金：
加拿大自然科学与工程研究理事会;
关键词：
PALLADIUM-FREE; ARYL IODIDES; COMPLEXES; ACETYLENES; NITROGEN;
D O I：
10.1021/ol501898b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A macrocyclic Cu-catalyzed Sonogashira-type cross-coupling reaction has been developed that employs an operationally simple CuCl/phen/Cs2CO3 catalyst system. Macrocyclizations can be performed at relatively high concentrations without the need for slow addition techniques and form macrocycles with various ring sizes and functional groups. The optimized protocol was employed in the synthesis of (S)-zearalane, demonstrating applicability toward the synthesis of a macrocycle with known biological activity.
引用
收藏
页码：3892 / 3895
页数：4
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