Studies on Diazepines. XXVIII. Syntheses of 5H-1,3-Diazepines and 2H-1,4-Diazepines from 3-Azidopyridines(Organic,Chemical)
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概要
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Photolysis of 2-unsubstituted (5a-f) and 2,4-disubstituted (5k,1) 3-azidopyridines in the presence of sodium methoxide resulted in ring expansion to give the 4-methoxy-5H-1,3-diazepines (8 and 18), presumably via the azirine intermediates 6 and 17 derived from the initially formed singlet 3-pyridylnitrenes by cyclization at the 2-position of the pyridine ring. On the other hand, in the photolysis of 2-substituted 3-azidopyridines (5g-j), the cyclization of the nitrenes occurred predominantly at the vacant 4-position giving rise to the 3-methoxy-2H-1,4-diazepines (13).
- 社団法人日本薬学会の論文
- 1987-10-25
著者
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沢西 啓之
Faculty Of Pharmaceutical Sciences Hokuriku University
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土屋 隆
Faculty of Pharmaceutical Sciences, Hokuriku University
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沢西 啓之
School of Pharmacy, Hokuriku University
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土屋 隆
School of Pharmacy, Hokuriku University
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田島 加代子
School of Pharmacy, Hokuriku University
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土屋 隆
Faculty Of Pharmaceutical Sciences Hokuriku University
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田島 加代子
北陸大学 薬
関連論文
- Studies on Seven-Membered Heterocycles.XXXIII. : Synthesis of Fully Unsaturated 1,2,5-Triazepines by Photochemical Ring Expansion of 4-Azidopyridazines
- SYNTHESIS OF FULLY UNSATURATED MONOCYCLIC 1,2,5-TRIAZEPINES FROM 4-AZIDOPYRIDAZINES
- Studies on Diazepines. XXVIII. Syntheses of 5H-1,3-Diazepines and 2H-1,4-Diazepines from 3-Azidopyridines(Organic,Chemical)
- REGIO-SELECTIVE DIAZEPINE FORMATION FROM 3-AZIDOPYRIDINES : THE FIRST EXAMPLES OF MONOCYCLIC 2H-1,4-DIAZEPINES
- Studies on Diazepines. XXI. Photochemical Synthesis of 1H-2,4-Benzodiazepines from 4-Azidoisoquinolines
- PHOTOLYSIS OF PYRIDYL AZIDES IN THE PRESENCE OF METHOXIDE IONS : FORMATION OF FULLY UNSATURATED 1,3- AND 1,4-DIAZEPINES
- Studies on Diazepines. XIV. Photolysis of Thieno-, Furo-, and Pyrrolo-[c] pyridine N-Imides : Formation of Novel Fused 1H-1,3- and 3H-2,3-Diazepines
- Studies on Chemical Carcinogens. XVIII. Acetylation of Carcinogenic 4-(N-Hydroxy-N-methylamino) quinoline 1-Oxide
- Studies on Diazepines. VIII. Syntheses and Rearrangements of 3H-1,2-Pyrido- and 3H-1,2-Thieno-diazepines
- Studies on Diazepines. VII. Syntheses of Novel 1H-1,2-Diazepines condensed with Aromatic Heterocyclic Rings