Chernyak Natalia, Tilly David, Li Zhou, Gevorgyan Vladimir
ARKIVOC. 2010 Dec 10;2011(5):76-91.
A convenient method for construction of polycyclic fused nitrogen-containing heterocycles has been developed. The methodology involves palladium-catalyzed intermolecular carbopalladation-annulation cascade reaction of haloaryl heterocyclic derivatives with different alkynes under relatively mild reaction conditions. Thus, the palladium-catalyzed cascade cyclization of bromophenyl derivatives of indolizine and indole with alkynes afforded tetracycles, possessing a newly formed fused six-membered ring. The reaction of 3-(2-iodobenzyl)-indoles with a variety of alkynes afforded polycyclic compounds with fused seven-membered rings. Annulation with unsymmetrical alkynes exhibited varied regioselectivity. Overall, this approach allows for quick and efficient assembly of polycyclic derivatives of indole and indolizine from easily available precursors.
已开发出一种构建多环稠合含氮杂环的简便方法。该方法涉及在相对温和的反应条件下，钯催化卤代芳基杂环衍生物与不同炔烃的分子间碳钯化-环化串联反应。因此，钯催化中氮茚和吲哚的溴苯基衍生物与炔烃的串联环化反应生成了具有新形成的稠合六元环的四环化合物。3-(2-碘苄基)-吲哚与多种炔烃的反应生成了具有稠合七元环的多环化合物。与不对称炔烃的环化反应表现出不同的区域选择性。总体而言，这种方法能够从易于获得的前体快速有效地组装吲哚和中氮茚的多环衍生物。
