An expedient synthesis of 1,2-dihydrobenzo[g]quinoline-5,10-diones via copper(II) triflate-catalyzed intramolecular cyclization of N-propargylaminonaphthoquinones

被引：17
作者：
Bala, Balasubramanian Devi [1 ]
Muthusaravanan, Sivasubramanian [1 ]
Perumal, Subbu [1 ]
机构：
[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 29期
关键词：
Three-component reactions; 1,2-Dihydrobenzo[g]quinoline-5,10-dione; N-Propargylaminonaphthoquinones; Copper(II) triflate; endo-dig Cyclization; DIELS-ALDER REACTIONS; DIASTEREOSELECTIVE SYNTHESIS; ELECTROPHILIC CYCLIZATION; REGIOSELECTIVE SYNTHESIS; DOMINO REACTIONS; FACILE APPROACH; CASCADE; CYCLOISOMERIZATION; AZAANTHRAQUINONE; KALASINAMIDE;
D O I：
10.1016/j.tetlet.2013.04.125
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An expedient synthesis of a series of 1,2-dihydrobenzo[g]quinoline-5,10-diones in good yields has been accomplished via three-component one pot sequential reactions of 2-hydroxynaphthalene-1,4-dione, substituted anilines and propargyl as well as 3-ethylpropargyl bromides furnishing N-propargylaminonaphthoquinones, and their concomitant copper(II) triflate-catalyzed intramolecular 6-endo-dig cyclization. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3735 / 3739
页数：5
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