- Lipase-Catalysed Addition of Pyrrolidine to Chalcone and Benzylidene Malonate Derivatives
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The porcine pancreas lipase (PPL) type II catalyzes the aminolysis of benzylidene malonates by regiospecific amidation of substrates and afforded the Z-isomer; no E-isomer or diamide byproducts were observed. PPL also catalyzes Michael addition of acetophenone to various derivatives of chalcones.
- Habibi,Yousefi,Kheyrabadi,Mohammadi,Moemeni,Nazari
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p. 861 - 864
(2015/12/26)
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- Unexpected synthesis of 1,3,5-triarly-1,5-diketones from aryl ketones via di-enamine mechanism
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An unexpected reaction of aryl ketone with acetohydrazone of aromatic aldehyde via 1,2-di-enamine/di-iminium mechanism was discovered, leading to efficient synthesis of 1,3,5-triaryl-1,5-diketones in good to excellent yields.
- Ge, Zemei,Li, Runtao,Liu, Bin,Pang, Yi,Wang, Junfeng
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p. 9240 - 9244
(2020/12/05)
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- Base catalyzed formation and ring cleavage of 2- acyl-4- alkoxycarbonyl- 4-cyano substituted cyclohexanoles
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THE REACTION of 1,3-diaryl-2-propen-1-ones (1a,b) with ethyl cyanoacetate in absolute ethanol in the presence of a catalytic amount of KOH at 50-55 °C afforded 3-aroyl-1-cyano-4-hydroxy-2,4, 6-triarylcyclohexanecarboxylates (2a,b). Base-catalyzed ring cleavage of 2a,b in refluxing ethanolic KOH solution afforded the corresponding 3-aryl- 2-cyano-2-propenoic acid 4 along with 1a,b. The structure of 2 was established through different spectroscopic techniques and confirmed via dehydration using thionyl chloride in refluxing pyridine afforded 3. However, reaction of 1a with ethyl cyanoacetate in refluxing ethanol in the presence of secondary amine (piperidine or morpholine) as a basic catalyst gave the open-chain Michael adduct 6. Treatment of the latter with ethanolic KOH solution yielded 1,5-pentanedione derivative 7. The relative configurations of 3b and 6 were determined through single crystal X-ray diffraction analysis.
- Mishriky,Girgis,Ahmed-Farag
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experimental part
p. 249 - 264
(2012/04/23)
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- One-pot synthesis of 1,5-diketones catalyzed by barium isopropoxide
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A tandem cross-coupling reaction of aryl methyl ketones with aromatic aldehydes has been accomplished employing barium isopropoxide as a catalyst, in which barium enolates are generated and then three consecutive reactions (aldol reaction/β-elimination/co
- Yanagisawa, Akira,Takahashi, Hiroshi,Arai, Takayoshi
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p. 8581 - 8585
(2008/02/10)
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- 1,5-Diketone synthesis promoted by barium hydride or barium alkoxides
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A tandem cross-coupling reaction of ketones with aldehydes has been achieved using barium hydride or isopropoxide as a promoter, in which barium enolates are generated in situ and then three successive reactions (aldol reaction-β-elimination-Michael addit
- Takahashi, Hiroshi,Arai, Takayoshi,Yanagisawa, Akira
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p. 2833 - 2835
(2008/02/13)
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