Synthesis of Ester-Substituted Indolizines from 2-Propargyloxypyridines and 1,3-Dicarbonyls

被引：4

作者：

Anderson, Carolyn E. ^{[1
]}

Bos, Haleigh I. ^{[1
]}

Dreher, Daniel M. ^{[1
]}

Hartgerink, Colin T. ^{[1
]}

Scholtens, Chase J. ^{[1
]}

Staples, Richard J. ^{[2
]}

机构：

[1] Calvin Univ, Dept Chem & Biochem, Grand Rapids, MI 49546 USA

[2] Michigan State Univ, Ctr Crystallog Res, Dept Chem, E Lansing, MI 48824 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 15期

基金：

美国国家科学基金会;

关键词：

2-AMINOINDOLIZINES; CYCLOADDITION;

D O I：

10.1021/acs.joc.2c01219

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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, R-1, R-2). 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.

引用

页码：10241 / 10249

页数：9

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