- Synthesis of α-aminocarbonyl compounds via hetero dielsalder reaction
-
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.
- Sakurai, Masayoshi,Kihara, Nobuhiro,Watanabe, Nobuhiro,Ikari, Yoshihiro,Takata, Toshikazu
-
supporting information
p. 144 - 147
(2018/01/01)
-
- Turning the Nitrogen Atoms of an Ar2P?CH2?N?N?CH2?PAr2 Motif into Uniquely Configured Stereocenters: A Novel Diphosphane Design for Asymmetric Catalysis
-
Hexahydropyridazines with CH2PAr2 groups at both N atoms are newly designed 1,4-diphosphanes and were synthesized for the first time. Their N atoms assume a single configuration under the influence of stereocenters at C-5 and C-6. In the solid state, these N-atoms bind the CH2PAr2 substituents axially. Combined with Pd0, N,N′-chiral diphosphanes of this kind catalyzed Tsuji–Trost type allylations of dialkyl malonates with racemic 1,3-diphenylallyl acetate efficiently and with up to 91 % ee.
- Diehl (née Knobloch), Eva,Brückner, Reinhard
-
supporting information
p. 3429 - 3433
(2018/02/16)
-
- Photocatalytic esterification under Mitsunobu reaction conditions mediated by flavin and visible light
-
The usefulness of flavin-based aerial photooxidation in esterification under Mitsunobu reaction conditions was demonstrated, providing aerial dialkyl azodicarboxylate recycling/generation from the corresponding dialkyl hydrazine dicarboxylate. Simultaneously, activation of triphenylphosphine (Ph3P) by photoinduced electron transfer from flavin allows azo-reagent-free esterification. An optimized system with 3-methylriboflavin tetraacetate (10%), oxygen (terminal oxidant), visible light (450 nm), Ph3P, and dialkyl hydrazine dicarboxylate (10%) has been shown to provide efficient and stereoselective coupling of various alcohols and acids to esters with retention of configuration.
- M?rz,Chudoba,Kohout,Cibulka
-
supporting information
p. 1970 - 1975
(2017/03/11)
-
- Peptide deformylase inhibitors
-
The present invention relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods directed to bacterial infections and inhibition of bacterial peptide deformylase (PDF) activity.
- -
-
Page/Page column
(2014/12/09)
-
- PEPTIDE DEFORMYLASE INHIBITORS
-
The present invention relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods directed to bacterial infections and inhi-bition of bacterial peptide deformylase (PDF) activity
- -
-
Page/Page column
(2014/02/15)
-
- Asymmetric α-amination of aldehydes catalyzed by PS-diphenylprolinol silyl ethers: Remediation of catalyst deactivation for continuous flow operation
-
Polystyrene (PS)-supported diphenylprolinol silyl ethers have been developed as highly active catalysts for the enantioselective α-amination of aldehydes. Understanding the mechanism of catalyst deactivation has led to the development of reaction conditions notably extending catalyst life in repeated recycling (10 cycles; accumulated TON of 480) and has allowed the implementation of a continuous flow α-amination process (6 min residence time, 8 h operation). Copyright
- Fan, Xinyuan,Sayalero, Sonia,Pericas, Miquel A.
-
supporting information
p. 2971 - 2976,6
(2012/12/13)
-
- Asymmetric α-amination of aldehydes catalyzed by PS-diphenylprolinol silyl ethers: Remediation of catalyst deactivation for continuous flow operation
-
Polystyrene (PS)-supported diphenylprolinol silyl ethers have been developed as highly active catalysts for the enantioselective α-amination of aldehydes. Understanding the mechanism of catalyst deactivation has led to the development of reaction conditions notably extending catalyst life in repeated recycling (10 cycles; accumulated TON of 480) and has allowed the implementation of a continuous flow α-amination process (6 min residence time, 8 h operation). Copyright
- Fan, Xinyuan,Sayalero, Sonia,Pericas, Miquel A.
-
supporting information
p. 2971 - 2976
(2013/01/15)
-
- Metal-free oxyaminations of alkenes using hydroxamic acids
-
A radical-mediated approach to metal-free alkene oxyamination is described. This method capitalizes on the unique reactivity of the amidoxyl radical in alkene additions to furnish a general difunctionalization using simple diisopropyl azodicarboxylate (DIAD) as a radical trap. This protocol capitalizes on the intramolecular nature of the process, providing single regioisomers in all cases. Difunctionalizations of cyclic alkenes provide trans oxyamination products inaccessible using current methods with high levels of stereoselectivity, complementing cis-selective oxyamination processes.
- Schmidt, Valerie A.,Alexanian, Erik J.
-
supporting information; scheme or table
p. 11402 - 11405
(2011/09/16)
-
- IMPROVED PROCESS FOR THE MANUFACTURE OF 1,2-DISUBSTITUTED HEXAHYDROPYRIDAZINE-3-CARBOXYLIC ACIDS AND ESTERS THEREOF
-
The invention relates to an improved process for the manufacture of 1,2-disubstituted hexahydro-pyridazine-3-carboxylic acids and esters thereof by reacting N,N’-disubstituted hydrazine with 2,5-dihalogenated valeric acids and thereof by means of phase transfer catalysis. Said pyridazine carboxylic acids and esters thereof can be used as intermediates for the production of pharmaceutical products
- -
-
Page/Page column 12
(2010/02/11)
-
- Derivatives of octahydro-6,10-dioxo-6H-pyridazino [1,2-a] [1,2] diazepine-1-carboxylic acid, their preparation process and their use in the preparation of therapeutically active compounds
-
Novel intermediates of the formulae where the substituents are defined as in the specification.
- -
-
-
- Synthesis of Bridged Benzodiazepines by Reaction of Amines and Hydrazine Derivatives with 4,6-Dibromomethyl-5,2,8-etanylylidene-5H-1,9-benzodiazacycloundecine
-
Bromination of 4,6-dimethyl-5,2,8-ethanylylidene-5H-1,9-benzodiazacycloundecine with N-bromosuccinimide gives a number of brominated products.Reaction of the dibromo and tribromo derivatives with amines and hydrazine derivatives are described.Amines give dihydro derivatives of bridged 14? annulenes, while the hydrazine derivatives give tetrahydro analogues of bridged 14? annulenes.Oxidation studies with the dihydro- and tetrahydro-annulenes are reported.
- Mellor, John M.,Pathirana, Ranjith N.
-
p. 753 - 759
(2007/10/02)
-