Intramolecular Diels-Alder reactions of 1,2,4-triazines. Synthesis of 3-alkylpyridines via Raney nickel desulfurization of thieno[2,3-b] pyridines

被引:2
|
作者
Papadopoulou, Maria, V [1 ,2 ,3 ]
Taylor, Edward C. [1 ]
机构
[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA
[2] NorthShore Univ Hlth Syst, 2650 Ridge Ave, Evanston, IL 60201 USA
[3] 5337 Lunt Ave, Skokie, IL 60077 USA
关键词
Intramolecular Diels-Alder reactions; Triazines; Pyridines; Desulfurization; CONDENSED PYRAZINES; 2,3-CYCLOPENTENOPYRIDINES;
D O I
10.1016/j.tet.2021.132158
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Aryl-2,3-dihydrothieno[2,3-b]pyridines have been prepared via intramolecular Diels-Alder reactions of suitably 3-substituted 1,2,4-triazine intermediates, followed by their reductive desulfurization with Raney Nickel to form 3-substituted pyridines. A one-pot synthesis of 2-aryl-2,3-dihydrothieno[2,3-b]-pyridines from thiosemicarbazide is described as well. (C) 2021 Elsevier Ltd. All rights reserved.
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页数:8
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