- Reactions of N-unsubstituted 4-amino-1-azadienes towards electrophiles
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Several reactions releated to the ambident nucleophilicity of N-unsubstituted azadienes 1 are described. Thus, reaction of 1 with alkylating agents and iodobispyridinium tetrafluoroborate (IPy2BF4) leads to the C-substituted azadienes 3 and 5 respectively. Azadienes 1 and 3 are converted to the carbonyl derivatives 2 and 4 by mild hydrolysis. On the other hand, azadienes 1, 3 and 5 react through the nitrogen atoms with several carbonyl centered electrophiles to give nitrogen heterocycles such as pyrimidines 6 and 9 and dihydropyrimidines 11. All those processes are totally regioselective, azadienes 1 and 3 showing a lower nucleophilicity at nitrogen than N-substituted azadienes.
- Barluenga, José,Del Pozo, Carlos,Olano, Bernardo
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- Copper-catalyzed methylation of 1,3-diketones with tert-butyl peroxybenzoate
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Copper-catalyzed radical methylation of 1,3-diketones with tert-butyl peroxybenzoate in air is described, providing a general pathway to α-methyl 1,3-diketones in moderate to good yields. This protocol has been scaled up to 50?g, and one of the synthesized products can be used in the synthesis of medicine, Rosuvastatin.
- Zhou, Zhi-Hao,Li, Cheng-Kun,Zhou, Shao-Fang,Shoberu, Adedamola,Zou, Jian-Ping
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p. 2740 - 2746
(2017/04/18)
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- Method for preparing 2-methyl-1,3-dicarbonyl derivative
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The invention discloses a method for preparing a 2-methyl-1,3-dicarbonyl derivative. A 1,3-dicarbonyl derivative serves as an initiator, raw materials are easy to obtain, and a great variety of raw materials are available. The product obtained through the method has high type diversity and can be used directly or used for other further reactions. Besides, only organic peroxides and a catalytic amount of inorganic copper salt are used, so that cost is low. According to the method, a reaction is conducted in air, reaction conditions are mild, pollution is small, reaction time is short, the yield of the target product is high, reaction operation and aftertreatment are easy, and the method is suitable for industrial production.
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Paragraph 0028
(2016/10/08)
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- Free radical ring expansion and chain extension of 1,3-diketones
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Free radical-promoted one carbon ring expansion and chain extension of 1,3-diketones including 1,3-diarylpropane-1,3-diones and 2-aroyl-3,4-dihydro-2H- naphalen-1-one to generate corresponding 1,4-diketones are described.
- Mu, Xue-Jun,Zou, Jian-Ping,Wang, Zhi-Tao,Zhang, Wei
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p. 4727 - 4729
(2007/10/03)
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- Enantioselective borohydride reduction catalyzed by optically active cobalt complexes
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The highly enantioselective borohydride reduction of aromatic ketones or imines to the corresponding alcohols was developed in the presence of a catalytic amount of an optically active cobalt(II) complex catalyst. This enantioselective reduction is carried out using a precisely premodified borohydride with alcohols such as tetrahydrofurfuryl alcohol, ethanol and methanol. High optical yields are obtained by choosing the appropriate alcohol as modifiers and a suitable β-ketoiminato ligand of the catalyst. The enantioselective borohydride reduction has been successfully applied to the preparation of optically active 1,3-diols, the stereoselective reduction of diacylferrocenes, and dynamic and/or kinetic resolution of 1,3-dicarbonyl compounds.
- Yamada, Tohru,Nagata, Takushi,Sugi, Kiyoaki D.,Yorozu, Kiyotaka,Ikeno, Taketo,Ohtsuka, Yuhki,Miyazaki, Daichi,Mukaiyama, Teruaki
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p. 4485 - 4509
(2007/10/03)
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