- "Dry" and "wet" green synthesis of 2,2′ -disubstituted quinazolinones
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An extremely convenient, environmentally benign spirocyclization under either aqueous or solventless conditions, developed for the preparation of spiro[cyclohexane-l,2′(l′H)-quinazolin]-4′(3′H)-one (3), has been utilized to convert α- and β-aminocarboxamides 5a, 5b, 6a-c and 9 and cycloalkanones 2-2b and alkanones 2c-e into 1,4-diazaspiro[4.5]decan- 2-one (10) and cis-, diexo- or diendo-2,2′-disub-stituted quinazolinones 5a, 5b, 7a-f and 8. diexo-Methylenebridged carboxamides 6a and 6b were treated "on water" with N-benzylpiperidinone (11) to afford spiropiperidinequinazolinones 12a and 12b. All these reactions were performed at room temperature, without any catalyst or co-solvent, and gave yields of up to 99%.
- Miklos, Ferenc,Fueloep, Ferenc
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- Novel rearrangement of substituted spiroimidazolidinones into quinoline derivatives via Vilsmeier-Haack reagent
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A novel rearrangement was discovered by reacting 1,4-diazaspiro-[4,5]-decan-2-ones with a Vilsmeier-Haack reagent to give previously unknown aminoquinoline derivatives. The reaction proceeds as an electrophilic rearrangement under mild conditions with a satisfactory yield of reaction products.
- Farat, Oleg К.,Smetanin, Nikolai V.,Varenichenko, Svetlana A.,Kaidash, Mariia B.,Zaliznaya, Ekaterina V.,Markov, Victor I.
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supporting information
(2021/10/19)
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- Versatile spirocyclic glycine-based nitrones and their highly stereoselective 1,3-dipolar cycloaddition
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A convenient and efficient method for the synthesis of novel spirocyclic nitrones prepared from glycine derivatives is reported. The 1,3-cycloaddition reactions of the nitrones with alkenes lead to novel isoxazolidines in high yields and with excellent re
- Cheng, Shangli,Wu, Huimin,Hu, Xianmin
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p. 297 - 308
(2007/10/03)
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