Iodine-mediated one-pot synthesis of C-3 acylated indolizines from pyridines, aryl methyl ketones and acrylate derivatives

被引：17
作者：
Fang, Youlai [1 ,2 ,3 ,4 ]
He, Lisheng [2 ,3 ,4 ]
Pan, Weidong [1 ,2 ,3 ,4 ]
Yang, Yuzhu [2 ,3 ,4 ]
机构：
[1] Guizhou Univ, Coll Pharm, Huaxi Ave South, Guiyang 550025, Guizhou, Peoples R China
[2] Guizhou Med Univ, State Key Lab Funct & Applicat Med Plants, 3491 Baljin Rd, Guiyang 550014, Guizhou, Peoples R China
[3] Key Lab Chem Nat Prod Guizhou Prov, 3491 Baljin Rd, Guiyang 550014, Guizhou, Peoples R China
[4] Chinese Acad Sci, 3491 Baljin Rd, Guiyang 550014, Guizhou, Peoples R China
来源：
TETRAHEDRON | 2019年 / 75卷 / 27期
基金：
中国科学院西部之光基金;
关键词：
Indolizine; One-pot; Iodine; 1,3-Dipolar cycloaddition; FUNCTIONALIZED INDOLIZINES; 1,3-DIPOLAR CYCLOADDITIONS; CATALYZED ANNULATION; PROPARGYL CARBONATES; EFFICIENT SYNTHESIS; TERMINAL ALKYNES; ANTIMYCOBACTERIAL; YLIDES; ACCESS;
D O I：
10.1016/j.tet.2019.05.058
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An I-2/CuI-promoted multi-component reaction from pyridines, aryl methyl ketones and electron deficient acrylates has been accomplished in a "one-pot" manner, which provides a straightforward and efficient access to C-3 acylated indolizines. The key intermediate of N-ylides is hypothesized to be generated in situ from pyridines and (hetero)aryl methyl ketones in the presence of iodine. This method has been applied in the synthesis of two molecules with anticonvulsant and anti-inflammatory activities. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3767 / 3771
页数：5
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