An efficient method for the synthesis of new indolizine-fused chromones has been accomplished from ethyl (E)-3-(2-acetylphenoxy)acrylates and pyridines in a “one-pot” manner. Facile operation in open-air, metal-free, and mild conditions renders this protocol particularly practical and attractive. Moreover, this method can simultaneously construct two molecular fragments of chromone and indolizine.
一种有效的合成新中氮茚稠合色酮的方法已经由 ( E )-3-(2-乙酰苯氧基)丙烯酸乙酯和吡啶以“一锅法”的方式完成。在露天、无金属和温和条件下的简便操作使该协议特别实用和有吸引力。而且,该方法可以同时构建色酮和中氮茚两个分子片段。放大实验和天然产物的构建进一步证明了该策略的实用性。
New route synthesis of indolizines via 1,3-dipolar cycloaddition of pyridiniums and alkynes
作者:Yongjia Shang、Min Zhang、Shuyan Yu、Kai Ju、Cuie Wang、Xinwei He
DOI:10.1016/j.tetlet.2009.09.143
日期:2009.12
convenient synthesis of 2,3-di and 1,2,3-trisubstituted indolizines has been achieved via a 1,3-dipolar cycloaddition of pyridiniums and alkynes. Various alkynes and diynes were used instead of dimethyl acetylenedicarboxylate (DMAD) and its analogues in the traditional method. The corresponding 1,2,3-trisubstituted indolizines are useful building blocks for the construction of complex indolizine derivatives