Thermal and electron transfer induced reactions of enediynes and enyne allenes .3. Intramolecular formal Diels-Alder reaction in enyne allenes. A new synthetic route to benzofluorenes and indeno[1,2-g]quinolines

被引:105
作者
Schmittel, M
Strittmatter, M
Vollmann, K
Kiau, S
机构
[1] Institut für Organische Chemie, Universität Würzburg, D-97074 Würzburg, Am Hubland
关键词
D O I
10.1016/0040-4039(95)02369-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Through the use of aryl substituents at the acetylene terminus in enyne allenes the reaction mode may be changed from the Myers-Saito cyclization to a C-2-C-6 cyclization resulting in a net intramolecular Diels-Alder reaction. As a consequence, the thermal cyclization of readily accessible acyclic enyne allenes allows for the synthesis of complex benzofluorene and 10H-indeno[1,2-g]quinoline derivatives.
引用
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页码:999 / 1002
页数:4
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