- Radical Annulation of 2-Cyanoaryl Acrylamides via C=C Double Bond Cleavage: Access to Amino-Substituted 2-Quinolones
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A novel annulation of 2-cyanoaryl acrylamides via C=C double bond cleavage has been developed for facile and efficient access to a broad spectrum of functionalized 4-amino-2-quinolones, which are important N-heterocycles. In this transformation, the solvent THF is demonstrated to play a crucial role, and the addition of alkyl radicals to nitrile, 1,5-hydride shift, and cleavage of the C-C bond are involved in the mechanism.
- Xia, Wen-Jin,Fan, Tai-Gang,Zhao, Zhi-Wei,Chen, Xin,Wang, Xiang-Xiang,Li, Ya-Min
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supporting information
p. 6158 - 6163
(2021/08/18)
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- Synthesis of naphthyridin-2(1: H)-one derivatives via ring expansion of 3-substituted-1 H -pyrrolo[2,3- b] pyridin-2(3 H)-one derivatives
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The reaction of 3-substituted 1H-pyrrolo[2,3-b]pyridin-2(3H)-one derivatives with sodium azide or azidotrimethylsilane under microwave irradiation provided 3- and 4-amino-naphthyridin-2(1H)-one derivatives through cycloaddition-ring expansion. The inserti
- Croix,Massip,Viaud-Massuard
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supporting information
p. 5538 - 5541
(2018/06/04)
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- A Convenient Synthesis of 11H-Indoloquinolones
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11H-Indoloquinolin-6-ones, which are containing the γ-carboline ring system, can be easily synthesized from 4-azido-3-phenyl-2(1H)-quinolones, which are obtained in a two step reaction from 4-hydroxy-3-phenyl-2(1H)-quinolones.Cyclization of the azi
- Stadlbauer, Wolfgang,Karem, Abdul-Salam,Kappe, Thomas
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- Isoquinoquinolones from Phenyl Malonylheterocycles
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The reaction of 3-Phenyl-4-hydroxy-2-quinolones (1) and benzylammonium chloride yields the 4-aminocompounds 2 as main products.The isoquino-condensed quinolones 3 are formed as by-products.Thermolysis of 4-benzylamino-2-quinolones (4) affords also 3.Bette
- Stadlbauer, Wolfgang,Kappe, Thomas
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p. 751 - 760
(2007/10/02)
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