- Synthesis of nitrogen bridgehead heterocycles with phosphonates via a novel tandem process
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A novel and efficient method was developed for the synthesis of nitrogen bridgehead heterocycles with phosphonates. Nitrogen containing five-membered heterocyclic aldehyde and diethyl 3-bromoprop-1- enylphosphonate were used as substrates. Bridgehead nitrogen-containing arylphosphonates were obtained via one-pot reaction including four steps: SN2, deprotonation followed by electron flow, nucleophic additon and elimination of water.
- Xie, Ya-Fei,Ge, Yan-Qing,Feng, Lei,Xu, Hua-Qiang,Meng, Song,Zhao, Gui-Long,Xu, Wei-Ren,Jia, Jiong,Wang, Jian-Wu
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p. 815 - 826
(2013/05/08)
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- A novel and efficient approach to pyrazolo[1,5-a]pyridine derivatives via one-pot tandem reaction
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An unusual intramolecular condensation of a, α,β-unsaturated esters with aldehydes was discovered and the pyrazolo[1,5-α]pyridine derivatives were conveniently synthesized by this novel tandem reaction under very mild conditions. The reaction mechanism was also proposed.
- Ge, Yan-Qing,Jia, Jiong,Li, Yan,Yin, Ling,Wang, Jianwu
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experimental part
p. 197 - 206
(2009/05/07)
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- Inhibitors of acyl-coA:cholesterol O-acyltransferase. 2. Identification and structure-activity relationships of a novel series of N-alkyl-N- (heteroaryl-substituted benzyl)-N'-arylureas
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A series of N-alkyl-N-(heteroaryl-substituted benzyl)-N'-arylurea and related derivatives represented by 2 and 3 have been prepared and evaluated for their ability to inhibit acyl-CoA:cholesterol O-acyltransferase in vitro and to lower plasma cholesterol levels in cholesterol-fed rats in vivo. Among these novel compounds, the type 3 series was superior. A pyrazol-3-yl group on the N-benzyl group of this trisubstituted urea (i.e. 3, Ar1 = pyrazol-3- yl) was identified as a heteroaromatic ring providing a good profile of biological activity. As a result of optimization of the combination with the N-alkyl group (R) and N-aryl group (At3), compound 3aq (FR186054) was identified as a new, orally efficacious ACAT inhibitor, which exhibited potent in vitro ACAT inhibitory activity (rabbit intestinal microsomes IC50 = 99 nM) and excellent hypocholesterolemic effects in cholesterol-fed rats, irrespective of administration mode (ED50 = 0.046 mg/kg dosed via the diet, ED50 = 0.44 mg/kg administered by gavage in PEG400 vehicle). Moreover, a toxicological study revealed compound 3aq to be nontoxic to the adrenal glands of dogs when tested at a single dose of 10 mg/kg po.
- Tanaka, Akira,Terasawa, Takeshi,Hagihara, Hiroyuki,Sakuma, Yuri,Ishibe, Noriko,Sawada, Masae,Takasugi, Hisashi,Tanaka, Hirokazu
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p. 2390 - 2410
(2007/10/03)
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- Le dimethylacetal du diazoacetaldehyde: une nouvelle voie d'acces aux formylcyclopropanes et aux formyl pyrazoles
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Formylcyclopropanes are conveniently obtained through reaction of diazoacetaldehyde dimethylacetal 1 even with olefins which are not highly electrophilic (styrene, cinnamaldehydeacetal, cyanocyclopentene for instance).Only 3,5-disubstituted formylpyrazole
- Abdallah, H.,Gree, R.,Carrie, R.
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p. 794 - 802
(2007/10/02)
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