Synthesis of 2,3-dihydropyrroles by photo rearrangement of Hantzsch 1,4-dihydropyridines with high diastereoselectivity

被引：17
|
作者：
Zhong, Qidi [1 ]
Fan, Qiangwen [1 ]
Yan, Hong [1 ]
机构：
[1] Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
来源：
TETRAHEDRON LETTERS | 2017年 / 58卷 / 13期
关键词：
2,3-Dihydropyrroles; Photo rearrangement; One-pot; Diastereoselectivity; ONE-POT SYNTHESIS; SINGLET OXYGEN; PHOTOCHEMISTRY; DERIVATIVES; GENERATION; CATALYST; SOLVENT; AMINES; ACID;
D O I：
10.1016/ketlet.2017.02.041
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Hantzsch 1,4-dihydropyridines were found to be transforming to the 2,3-dihydropyrroles by photo rearrangement with air under irradiation of LED light (410 nm) with high diastereoselectivity (dr > 20:1). This reaction includes tandem photo oxidation/rearrangement. The 2,3-dihydropyrroles were obtained in moderate yields with successfully one-pot process starting from aldehydes, ammonium acetate and ethyl acetoacetate. (C) 2017 Published by Elsevier Ltd.
引用
收藏
页码：1292 / 1295
页数：4
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