Synthesis of carbazole derived aza[7]helicenes

被引:36
|
作者
Upadhyay, Gourav M. [1 ]
Talele, Harish R. [1 ]
Sahoo, Sibaprasad [2 ]
Bedekar, Ashutosh V. [1 ]
机构
[1] Maharaja Sayajirao Univ Baroda, Fac Sci, Dept Chem, Vadodara 390002, India
[2] Sun Pharma Adv Res Ctr, Vadodara 390020, India
关键词
Aza[7]helicene; Photocyclization; Carbazole; Mizoroki-Heck coupling; One-pot Wittig-Heck reaction; ONE HUNDRED YEARS; PYRIDINE N-OXIDES; STEREOSELECTIVE SYNTHESES; CHIRAL RECOGNITION; BIS-OXAZINES; HELICENE; RESOLUTION; AGGREGATION; DERIVATIVES; BINDING;
D O I
10.1016/j.tetlet.2014.07.116
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of four derivatives of symmetrical aza[7]helicenes is achieved by I-2-THF mediated photocyclization of corresponding bis-styryl derivatives. The cyclization furnished the desired angularly fused azahelicene in moderate yields. The structures are established by NMR spectroscopy and single crystal X-ray analysis for the difluoro derivative. The series of synthesized aza[7]helicenes showed remarkable thermal stability as indicated by DSC analysis. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5394 / 5399
页数:6
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