Cobalt-catalyzed intramolecular [2+2+2] cocyclotrimerization of nitrilediynes: An efficient route to tetra- and pentacyclic pyridine derivatives

被引:76
作者
Chang, Hong-Tai [1 ]
Jeganmohan, Masilamani [1 ]
Cheng, Chien-Hong [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
关键词
D O I
10.1021/ol062988t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this paper, we wish to report the intramolecular [2 + 2 + 2] cocyclotrimerization of nitrilediynes catalyzed by the CoI2(dppe)/Zn system at 80 degrees C in CH3CN. Under these reaction conditions, various highly substituted nitrilediynes having steric conjunction at the alpha and beta positions to a nitrile group and a bulkier substitution at the terminal carbon of alkyne undergo [2 + 2 + 2] cocylotrimerization to afford tetra- and pentacyclic pyridine derivatives in good to excellent yields.
引用
收藏
页码:505 / 508
页数:4
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