50996-03-7Relevant academic research and scientific papers
Synthesis of α-aminocarbonyl compounds via hetero dielsalder reaction
Sakurai, Masayoshi,Kihara, Nobuhiro,Watanabe, Nobuhiro,Ikari, Yoshihiro,Takata, Toshikazu
, p. 144 - 147 (2018/01/01)
A synthetic route to α-aminoketone derivatives via a hetero DielsAlder reaction is described. Diacylhydrazine was oxidized by tert-butyl hypochlorite in the presence of pyridine. After evaporation, the hetero DielsAlder reaction with diene was carried out without isolation of the azodicarbonyl compound. Quantitative hetero DielsAlder reaction was possible with 1 equivalent of diene when Hf(OTf)4 or AgOTf was used as the catalyst. The NN bond of the product was cleaved by SmI2-reduction in the presence of tert-BuOH in THF. Further, ozonolysis of the C=C double bond afforded the α-aminoketone derivative in excellent yield.
Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives
Yuan, Yu-Chao,Kamaraj, Raghu,Bruneau, Christian,Labasque, Thierry,Roisnel, Thierry,Gramage-Doria, Rafael
supporting information, p. 6404 - 6407 (2017/12/08)
The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO2 release with water being the source of protons.
Characterization of vinylgold intermediates: Gold-mediated cyclization of acetylenic amides
Egorova, Olga A.,Seo, Hyewon,Kim, Yonghwi,Moon, Dohyun,Rhee, Young Min,Ahn, Kyo Han
supporting information; experimental part, p. 11446 - 11450 (2012/01/05)
Hidden nuggets of gold: Mono- and divinylgold complexes (see scheme), key intermediates in the gold-mediated cyclization reaction of N-(propargyl) benzamides, are characterized by NMR and X-ray diffraction analyses. The monovinylgold intermediates undergo
INDANE DERIVATES AS MUSCARINIC RECEPTOR AGONISTS
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Page 34, (2010/02/10)
The present invention relates to compounds of Formula I: I which are agonists of the M-1 muscarinic receptor.
Antidiabetic agents
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, (2008/06/13)
The present invention provides compounds of Formula (I): wherein A, X, Q, Y, B, D, Z, and E have any of the values defined in the specification, and pharmaceutically acceptable salt thereof, that are useful as antidiabetic agents. Also disclosed are pharmaceutical compositions comprising one or more compounds of Formula I, processes for preparing compounds of Formula I, and intermediates useful for preparing compounds of Formula I.
Synthesis and reactivity of (Z)-3-benzoylamino-4-dimethylamino-2-oxo-3-butene. Preparation of 1-aryl-and 1-heteroaryl-substituted 4-benzoylamino-5-methyl-1H-pyrazoles
Bratu?ek, Ur?ka,Re?nik, Simon,Svete, Jurij,Goli?, Ljubo,Stanovnik, Branko
, p. 2045 - 2064 (2007/10/03)
(Z)-3-Benzoylamino-4-dimethylamino-2-oxo-3-butene (4), prepared from 1-benzoylamino-2-propanone (3) and N,N-dimethylformamide dimethyl acetal, was converted regioselectively by reaction with a series of hydrazines (5) into 1-substituted 4-benzoylamino-5-methyl-1H-pyrazoles (8). Reactions of 4 with primary amines (10) and with dimethylbarbituric acid (12) afforded the dimethylamine substitution products (11) and (13), respectively. Treatment of the butenone (13) with ammonia furnished tetrahydropyrido[2,3-d]pyrimidine derivative (14).
A versatile approach to 3-alkyl and 2,3-dialkylpyrroles
Burley,Bilic,Hewson,Newton
, p. 8969 - 8972 (2007/10/03)
A route is described towards N-Benzoyl-3-Alkyl and N-Benzoyl-2,3-Dialkyl pyrroles from α-Amidoketones via an intramolecular Wittig reaction to afford 4-Phenylthio-3-Pyrrolines which are then oxidised to the corresponding sulphones and aromatised by treatm
Rapid synthesis of oxazoles under microwave conditions
Brain, Christopher T.,Paul, Jane M.
, p. 1642 - 1644 (2007/10/03)
A new and efficient variation of the Robinson-Gabriel oxazole synthesis is described. Oxazoles were prepared by cyclodehydration of 2-acylamino carbonyl compounds with Burgess reagent under monomode microwave irradiation.
Soft Stereoelectronic Effects at Carboxyl Oxygen
Tadayoni, B. Mitra,Huff, Jeffrey,Rebek Jr., Julius
, p. 2247 - 2253 (2007/10/02)
The effects of lone pair basicity at carboxyl oxygen were examined in the context of intramolecular general-base catalysis (igbc) of enolization of ketones. Molecules synthesized from Kemp triacid units and xanthene-1,8-dicarboxylic acid were constructed
Catalytic oxidation-reduction hydration of olefin with molecular oxygen in the presence of bis(1,3-diketonato)cobalt(II) complexes
Kato,Yamada,Takai,Inoki,Isayama
, p. 179 - 186 (2007/10/02)
In the presence of a bis(1,3-diketonato)cobalt(II) complex, various olefins are converted to the corresponding hydrated products according to the Markownikov rule on treatment with molecular oxygen in secondary alcohol (''oxidation-reduction hydration''). Removal of water formed during the hydration reaction, especially by azeotropic method, is remarkably effective to improve yields of the hydrated products based on the cobalt(II) catalyst as bis(trifluoroacetylacetonato)cobalt(II) (Co(tfa)2) or bis(2-ethoxycarbonyl-3-oxobutanalato)-cobalt(II) (Co(ecbo)2).
