One-pot synthesis of fused-rings heterocyclic systems based on symmetrically benzofuran annulated 1,8-naphthalimides

被引：4
作者：
Mutovska, Monika [1 ]
Skabeev, Artem [2 ]
Konstantinov, Konstantin [1 ]
Cabanetos, Clement [3 ]
Stoyanov, Stanimir [1 ]
Zagranyarski, Yulian [1 ]
机构：
[1] Sofia Univ St Kliment Ohridski, Fac Chem & Pharm, 1 J Baurchier Blvd, Sofia 1164, Bulgaria
[2] Friedrich Schiller Univ Jena, Inst Organ Chem & Macromol Chem, Lessingstr 8, D-07743 Jena, Germany
[3] Yonsei Univ, Bldg Blocks FUture Elect Lab 2BFUEL, IRL CNRS 2002, Seoul, South Korea
来源：
DYES AND PIGMENTS | 2023年 / 220卷
关键词：
Naphthalimide derivatives; Annulated benzofurans; Heteroacenes; C-H activation; Diester intermediates; NAPHTHALENE DIIMIDES; NAPHTHALIMIDES;
D O I：
10.1016/j.dyepig.2023.111701
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A useful and straightforward synthetic approach to afford heteroarenes by symmetrical annulation of two benzofuran units to 1,8-naphthalene anhydrides, through a regioselective one-pot SN-Ar/C-H activation tandem reaction is introduced herein. Two synthetic pathways are compared, highlighting that the utilization of diester derivatives improves: (i) the compatibility with the key ring expansion step, (ii) the solubility of the intermediate thus facilitating its purification, and (iii) the versatility of the final imidization. The electrochemical and spectral properties of this new class of compounds are investigated.
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页数：7
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