Efficient synthesis and structure peculiarity of macrocycles with bi-indolizinylquinoxalinone moieties

被引：15

作者：

Mamedov, Vakhid A. ^{[1
]}

Kalinin, Aleksey A. ^{[1
]}

Gubaidullin, Aidar T. ^{[1
]}

Katsuba, Sergey A. ^{[1
]}

Syakaev, Victor V. ^{[1
]}

Rizvanov, Il'dar K. ^{[1
]}

Latypov, Shamil K. ^{[1
]}

机构：

[1] Russian Acad Sci, Kazan Res Ctr, AE Arbuzov Inst Organ & Phys Chem, Kazan 420088, Russia

来源：

TETRAHEDRON | 2013年 / 69卷 / 49期

基金：

俄罗斯基础研究基金会;

关键词：

Oxidative dehydrogenation; Monoindolizinylquinoxalinepodands; Molecular iodine; Ring closure; Biindolizinacyclophanes; X-ray diffraction analysis; IR data; NMR data; ONE-POT SYNTHESIS; MOLECULAR-IODINE; OXIDATIVE DIMERIZATION; REDOX SYSTEMS; INDOLIZINES; DERIVATIVES; BEHAVIOR;

D O I：

10.1016/j.tet.2013.09.014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Monoindolizinylquinoxalinepodands, easily available from indolizinylquinoxalines and various dihalides, undergo smooth oxidative dimerization in the presence of molecular iodine to afford corresponding macrocycles in good yields in a short reaction time. The use of inexpensive and readily available molecular iodine makes this method quite simple, more convenient, and practical. In solution the title macrocycles exist in an equilibrium of several conformations arising from restricted rotation around the Ind-Qx bonds (ca. C-2 symmetrical and nonsymmetrical forms). The population of the forms and exchange rate between them depends strongly on the spacer type (length). (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：10675 / 10687

页数：13

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