Synthesis of diverse 2,3,4,5-tetrahydro-1H-azepine derivatives via sequential Knoevenagel reaction and Michael addition of tertiary enamide

被引：8

作者：

Yang, Hanlin ^{[1
]}

Ning, Zhipeng ^{[1
]}

Wang, Shiyu ^{[1
]}

Li, Jiazhu ^{[1
]}

Wang, Zu-Li ^{[2
]}

Wang, Wei-Li ^{[3
]}

Xu, Xin-Ming ^{[1
]}

机构：

[1] Yantai Univ, Coll Chem & Chem Engn, Yantai 264005, Peoples R China

[2] Qingdao Agr Univ, Coll Chem & Pharmaceut Sci, Qingdao 266109, Peoples R China

[3] Ludong Univ, Sch Chem & Mat Sci, Yantai 264005, Peoples R China

来源：

TETRAHEDRON LETTERS | 2021年 / 74卷

基金：

中国国家自然科学基金;

关键词：

Tertiary enamide; Azepines; Knoevenagel reaction; Michael addition; N-heterocyclic compound; PROTEIN-KINASE-C; INTRAMOLECULAR ADDITION; HIGHLY EFFICIENT; DIASTEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; EXPEDIENT SYNTHESIS; CONCISE SYNTHESIS; FORMAL SYNTHESIS; TANDEM REACTION; CYCLIZATION;

D O I：

10.1016/j.tetlet.2021.153174

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An exquisite and practical access to construct seven-membered N-heterocyclic rings was established under mild conditions. Tertiary enamides underwent successively Knoevenagel reaction with different active methylene compounds and intramolecular Michael addition under the sequential catalysis of proline and AlCl3 to afford diverse 2,3,4,5-tetrahydro-1H-azepine derivatives in high yields. The resulting products contained multiple reactive sites and could be converted into other valuable N-heterocyclic compounds. (C) 2021 Elsevier Ltd. All rights reserved.

引用

页数：6

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