Regioselective intramolecular annulations of ambident β-enamino esters: A diversity-oriented synthesis of nitrogen-containing privileged molecules

被引：14
作者：
Yaragorla, Srinivasarao [1 ]
Pareek, Abhishek [1 ]
机构：
[1] Univ Hyderabad, Sch Chem, Gachibowli 500046, Telangana, India
来源：
TETRAHEDRON LETTERS | 2018年 / 59卷 / 10期
关键词：
beta-enamino esters; Diversity-oriented synthesis; Regioselective; Intramolecular annulation; Calcium catalysis; DYNAMIC COMBINATORIAL LIBRARIES; EFFICIENT SYNTHESIS; FUNCTIONALIZED 1,5-BENZODIAZEPINES; STEREOSELECTIVE-SYNTHESIS; ANTICONVULSANT ACTIVITY; CHEMICAL GENETICS; CASCADE SYNTHESIS; ORGANIC-SYNTHESIS; DOMINO REACTION; DRUG DISCOVERY;
D O I：
10.1016/j.tetlet.2018.01.064
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Diversity-oriented, regioselective, intramolecular annulation of beta-enamino esters is described under solvent free, calcium-catalysis. 2-aminoaryl ketones and alkyl propiolates undergone a [4+2] annulation to yield substituted quinolines; with an excess of alkyl propiolates, benzodiazepines were formed via a [4+2+1] annulation. We also described a one-pot, 3-component synthesis of quinoline derivatives via a [4+2+2] annulation. Interestingly, 2-aminoaryl ketones undergone a self-condensation [4+4] and gave the dibenzodiazocines. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：909 / 913
页数：5
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