- New Protocol for the Synthesis of 2-Alkanoyl- and 2-Aryloyl-5,5-dimethylcyclohexane-1,3-diones by the Reaction of Dimedone with Various Aldehydes and Cyanogen Bromide in the Presence of Triethylamine
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A new route for the synthesis of 2-alkanoyl(aryloyl)-5,5-dimethylcyclohexane-1,3-diones as cyclic β-triketones is described. This synthesis was conducted by the reaction of dimedone with cyanogen bromide and triethylamine to form first the intermediate salt, followed by the addition of various aliphatic and aromatic aldehydes. The structures of the products were characterized by IR, 1H, and 13C NMR spectroscopic techniques. A reaction mechanism is proposed.
- Kashani, Elmira,Pesyan, Nader Noroozi,Rashidnejad, Hamid
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p. 2079 - 2084
(2016/07/06)
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- Orthogonal regioselective synthesis of N-alkyl-3-substituted tetrahydroindazolones
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A divergent strategy for the regioselective and orthogonal synthesis of complementary regioisomers of N-alkyl-3-substituted-tetrahydroindazolones 3 and 4 was achieved from. Boc-protected alkylhydrazmes 1. The robustness and sub-strate generality of this method were validated by synthesizing 3 and. 4 through the intra- and intermolecular condensation of 1 with various 2-acylcyclohexane-l,3-diones 2 and aldehydes, respectively.
- Kim, Jonghoon,Song, Heebum,Park, Seung Bum
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supporting information; experimental part
p. 3815 - 3822
(2010/09/10)
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- The Reaction of Cyclic 1,3-Diketones with Alkylcyclopropenium Ions to Yield 2-Alkyltihio-substituted 2H-Pyrans
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This study treats the reactions of methylthio-, ethylthio-, or benzylthiodiphenylcyclopropenium ion(1) with 5-, 6-, and 7-membered cyclic 1,3-diketones, giving either 2-alkylthio-2H-pyrans or dienone derivatives.Treatment of 1 with 1,3-cyclopentanedione,
- Yoshida, Hiroshi,Nakajima, Mikito,Ogata, Tsuyoshi,Matsumoto, Kiyoshi
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p. 734 - 738
(2007/10/02)
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- FORMATION OF 2-ALKYLTHIO-SUBSTITUTED 2H-PYRANS IN THE REACTION OF CYCLIC 1,3-DIKETONES WITH ALKYLTHIODIPHENYLCYCLOPROPENIUM IONS
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The reaction of methylthio-, ethylthio-, and benzylthiodiphenylcyclopropenium salts with 5- and 6-membered cyclic 1,3-diketones giving 2-alkylthio-2H-pyrans in good yields is reported.
- Yoshida, Hiroshi,Nakajima, Mikito,Ogata, Tsuyoshi,Matsumoto, Kiyoshi
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p. 1013 - 1016
(2007/10/02)
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