- Preparation method of 9-azabicyclo [3.3. 1] nonyl-N-oxygen free radical
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The invention relates to a preparation method of 9-azabicyclo [3.3. 1] nonyl-N-oxygen free radical. The preparation method comprises the following steps: reducing 9-benzyl-9-azabicyclo [3.3. 1] nonyl-3-ketone serving as a raw material in a continuous reac
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Paragraph 0029-0030
(2021/06/02)
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- Preparation of ABNO on Scale and Analysis by Quantitative Paramagnetic NMR
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A practical, safe, and scalable synthesis of the stable nitro-oxide radical catalyst ABNO was developed. This process is chromatography-free and avoids the Wolff-Kishner reduction. 1H NMR data for this paramagnetic compound were obtained that allowed an assessment of its chemical purity. Impact sensitivity test data for solid ABNO are also reported.
- Song, Zhiguo J.,Zhou, Guoyue,Cohen, Ryan,Tan, Lushi
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p. 1257 - 1261
(2018/09/06)
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- Preparation method of 2-azanoradamantane-N-Oxyl
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The invention discloses a preparation method of 2-azanoradamantane-N-Oxyl (Nor-AZADO). The method comprises the following steps: placing acetonedicarboxylic acid, glutaraldehyde and benzylamine in an aqueous hydrophosphate solution, and carrying out condensation and decondensation to obtain 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one; carrying out condensation dehydration on 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one and benzene or benzene ring substituted sulfohydrazide, and adding an alkali to obtain 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt; carrying out refluxing ring closing on the 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt in an organic solvent to obtain N-benzyl-2-azanoradamantane; debenzylating N-benzyl-2-azanoradamantane to obtain 2-azanoradamantane; and oxidizing 2-azanoradamantane by a peroxide oxidant to obtain the Nor-AZADO. The preparation method has the advantages of great increase of the synthesis yield, greenness and environmental protection, high efficiency, low cost, and easiness in industrial large-scale production.
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Paragraph 0074-0076
(2017/06/02)
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- An expeditious entry to 9-azabicyclo[3.3.1]nonane N-oxyl (ABNO): Another highly active organocatalyst for oxidation of alcohols
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(Chemical Equation Presented) A practical, three-step synthetic route to 9-azabicyclo[3.3.1] nonane N-oxyl (ABNO, 3), an unhindered, stable class of nitroxyl radical, has been developed. ABNO exhibits a highly active nature compared with TEMPO in the catalytic oxidation of alcohols to their corresponding carbonyl compounds.
- Shibuya, Masatoshi,Tomizawa, Masaki,Sasano, Yusuke,Iwabuchi, Yoshiharu
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supporting information; experimental part
p. 4619 - 4622
(2009/09/08)
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- ALCOHOL OXIDATION CATALYST AND ITS PREPARATION PROCESS
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An alcohol oxidation catalyst which is an organic oxidation catalyst to oxidize an alcohol, which contains azabicyclo [3.3.1]nonane N-oxyl represented by the following formula (1) having an N-oxyl group incorporated in a bicycle[3.3.1]nonane skeleton: wherein X is H2, O or NOH.
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Page/Page column 3-4; 6
(2008/12/08)
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- Efficient oxidation of alcohols electrochemically mediated by azabicyclo-N-oxyls
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Preparation of azabicyclo-N-oxyls and the electrochemical oxidation of alcohols using them as mediators have been exploited. This oxidation was applicable to a transformation of sterically hindered secondary alcohols into the corresponding ketones in high yields.
- Demizu, Yosuke,Shiigi, Hirofumi,Oda, Takahisa,Matsumura, Yoshihiro,Onomura, Osamu
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- Asymmetric synthesis catalyzed by chiral ferrocenylphosphine transition metal complexes. 10 gold(I)-catalyzed asymmetric aldol reaction of isocyanoacetate
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Optically active ferrocenylbisphosphine ligands containing 2-(dialkylamino)ethylamino group on the ferrocenylmethyl position have been prepared and used for the gold(I)-catalyzed asymmetric aldol reaction of isocyanoacetate with aldehydes. Six-membered ring amines, such as morpholino or piperidino group, at the terminal of the side chain were most stereoselective to give optically active trans-4- methoxycarbonyl-5-alkyl-2-oxazolines (up to 97% ee) with high enantio- and diastereoselectivity in a quantitative yield.
- Hayashi, Tamio,Sawamura, Masaya,Ito, Yoshihiko
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p. 1999 - 2012
(2007/10/02)
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- Silver Ion Induced Rearrangement of N-Chloramines. Isolation of an Ionic Product in High Yield
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Treatment of N-chlorogranatanine with silver tetrafluoroborate in benzene followed by hydride reduction provides δ-coniceine in high yield. Similarly, N-chloro derivatives of nortropane and trans-decahydroquinoline provided pyrrolizidine and 1-azabicyclodecane, respectively. Under these reaction conditions, only small amounts of secondary amines are found in the product. The rearrangement product of N-chlorogranatanine was isolated without hydride reduction and shown to be the expected immonium ion product.
- Schell, Fred M.,Ganguly, Rathindra N.
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p. 4069 - 4070
(2007/10/02)
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