SYNTHESIS OF ALKYNYLCYCLOOCTATETRAENES AND ALKYNYLCUBANES

被引:25
作者
EATON, PE
STOSSEL, D
机构
[1] Department of Chemistry, The University of Chicago, Chicago
关键词
D O I
10.1021/jo00017a028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The couplings of a variety of iodocubanes with terminal acetylenes in refluxing NEt3 in the presence of Cu(I) and Pd(0) were examined. The products, isolated in about 50% yield, were not alkynylcubanes but were instead the first examples of alkynyl-1,3,5,7-cyclooctatetraenes. The first examples of alkynylcubanes (cubylacetylenes) were themselves synthesized in modest yield by Negishi's procedure from alkyl cubyl ketones. Cubylacetylenes were shown to be stable under Heck-like coupling conditions and potentially useful thereby for the introduction of the cubylacetylene moiety into complex systems.
引用
收藏
页码:5138 / 5142
页数:5
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