Electronic control of the Bergman cycloaromatization: Synthesis and chemistry of chloroenediynes

被引:41
作者
Jones, GB [1 ]
Plourde, GW [1 ]
机构
[1] Northeastern Univ, Dept Chem, Bioorgan & Med Chem Labs, Boston, MA 02115 USA
关键词
D O I
10.1021/ol0059394
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A series of cyclic mono- and dichloroenediynes have been prepared using an intramolecular carbenoid coupling reaction. The halogen atom had a retardative effect on Bergman cycloaromatization in every case examined, and atom transfer chemistry was demonstrated, resulting in formation of adducts.
引用
收藏
页码:1757 / 1759
页数:3
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