Synthesis of Ester-Substituted Indolizines from 2-Propargyloxypyridines and 1,3-Dicarbonyls
Synthesis of Ester-Substituted Indolizines from 2-Propargyloxypyridines and 1,3-Dicarbonyls
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由2-炔丙氧基吡啶和1,3-二羰基化合物合成酯取代的中氮茚
DOI：
10.1021/acs.joc.2c01219
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Staples, Richard J.
中科院分区：
文献类型：
--
作者：
Anderson, Carolyn E.;Bos, Haleigh I.;Dreher, Daniel M.;Hartgerink, Colin T.;Scholtens, Chase J.;Staples, Richard J.
报道了两种新的互补的Au（I）催化方法，用于从容易获得的2-炔丙氧基吡啶和乙酰乙酸酯或丙二酸二甲酯制备酯取代的中氮茚。这些反应容许广泛的官能度，允许在产物的三个不同位置（R，R1，R2）处多样化。对于贫电子的底物，观察到最高的产率与乙酰乙酸酯反应后，而中性和富电子的底物与丙二酸二甲酯处理后得到更高的产率。
Two new complementary Au(I)-catalyzed methods for the preparation of ester-substituted indolizines from easily accessible 2-propargyloxypyridines and either acetoacetates or dimethyl malonate are reported. These reactions tolerate a wide range of functionality, allowing for diversification at three distinct positions of the product (R, R1, R2). For electron-poor substrates, the highest yields are observed upon reaction with acetoacetates, while neutral and electron-rich substrates give higher yields upon treatment with dimethyl malonate.