Cobalt-Mediated Reactions of Oxazoles and Thiazoles with Alkynes

被引:4
作者
Eichberg, Michael J. [1 ]
Leca, Dominique [1 ]
Vollhardt, K. Peter C. [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
来源
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 21期
关键词
alkynes; C-H bond activation; cycloaddition; heterocycles; transition metals; CATALYZED DIRECT ARYLATION; N-H ACTIVATION; C-H; COBALTACYCLOPENTADIENE COMPLEXES; STRUCTURAL-CHARACTERIZATION; MOLECULAR-STRUCTURE; GOLD(I) COMPLEXES; AZOLES; DERIVATIVES; MECHANISM;
D O I
10.1055/s-0034-1378820
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An experimental foray into the potential of oxazoles and thiazoles to enter into CpCo-mediated [2+2+2] cycloadditions is described. alpha,omega-Diynes failed to engage the heterocycles productively, as illustrated by the behavior of the unique cobaltacyclopentadiene(oxazole) complex 10, the isolation and X-ray structural determination of which is recorded. Alkyne-tethered systems gave moderate yields to products resulting from [2+2+2] cycloaddition and C-H activation. The azaenol ether bridge in the cycloaddition products appears sensitive to oxidation, elimination, and rearrangement, depending on the system and reaction conditions.
引用
收藏
页码:3412 / 3422
页数:11
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