- New synthetic technology for the mild and selective one-carbon homologation of hindered aldehydes in the presence of ketones
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(Formula presented) A selective, mild, and highly efficient method has been uncovered during the total synthesis of the CP molecules to accomplish the one-carbon homologation of sterically hindered aldehydes in the presence of acid- and base-labile moieties, Michael acceptors, and even other carbonyl groups such as reactive and epimerizable ketones. Mechanistic studies have revealed a neutral reagent for the rapid collapse of cyanohydrins to ketones.
- Nicolaou,Vassilikogiannakis, Georgios,Kranich, Remo,Baran, Phil S.,Zhong, Yong-Li,Natarajan, Swaminathan
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Read Online
- Acceptorless dehydrogenation of amines to nitriles catalyzed by N-heterocyclic carbene-nitrogen-phosphine chelated bimetallic ruthenium (II) complex
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We have developed a clean, atom-economical and environmentally friendly route for acceptorless dehydrogenation of amines to nitriles by combining a new dual N-heterocyclic carbene-nitrogen-phosphine ligand R(CNP)2 (R = o-xylyl) with a ruthenium precursor [RuCl2(η6-C6H6)]2. In this system, the electronic and steric factors of amines had a negligible influence on the reaction and a broad range of functional groups were well tolerated. All of the investigated amines could be converted to nitriles in good yield of up to 99% with excellent selectivity. The unprecedented catalytic performance of this system is attributed to the synergistic effect of two ruthenium centers chelated by R(CNP)2 and a plausible reaction mechanism is proposed according to the active species found via in situ NMR and HRMS.
- Chen, Hua,Fu, Haiyan,Ji, Li,Li, Ruixiang,Nie, Xufeng,Zheng, Yanling
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p. 378 - 385
(2020/10/02)
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- Corresponding amine nitrile and method of manufacturing thereof (by machine translation)
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The present invention relates to a nitrile manufacturing method, which has characteristics of significantly-reduced ammonia source consumption, low environmental pressure, low energy consumption, low production cost, high nitrile purity, high nitrile yield and the like compared with the method in the prior art, wherein nitrile having a complicated structure can be obtained through the method. The present invention further relates to a method for producing a corresponding amine from the nitrile.
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- Corresponding amine nitrile and method of manufacturing thereof
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The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.
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- Corresponding amine nitrile and method of manufacturing thereof
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The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.
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Paragraph 0136; 0137; 0140
(2018/05/24)
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- USE OF COMPOUNDS WITH NITROGEN-CONTAINING FUNCTIONAL GROUPS FOR THERMAL ENERGY STORAGE
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The present invention relates to the use of a compound consisting of a linear saturated C8-C24 hydrocarbon-based chain bearing at each end a nitrogen-containing functional group, other than —NH2, for the storage of thermal energy. It also relates to a process for the storage and optionally for the release of thermal energy, comprising the contacting of a wall to be cooled with a first heat transfer fluid then of said first heat transfer fluid with a material comprising said compound and optionally the contacting of said material with a second heat transfer fluid then of said second heat transfer fluid with a wall to be heated.
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Paragraph 0064
(2013/03/26)
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- Monoalkylation of acetonitrile by primary alcohols catalyzed by iridium complexes
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The monoalkylation of acetonitrile by primary alcohols was achieved in a one-pot sequence in the presence of iridium catalysts. A diversity of nitriles has been obtained from aryl- and alkyl-methanols in excellent yield.
- Anxionnat, Bruno,Gomez Pardo, Domingo,Ricci, Gino,Cossy, Janine
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supporting information; experimental part
p. 4084 - 4087
(2011/09/21)
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- Direct oxidative conversion of alkyl halides into nitriles with molecular iodine and 1,3-diiodo-5,5-dimethylhydantoin in aq ammonia
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Various benzylic halides were smoothly and directly converted into the corresponding aromatic nitriles in high yields using molecular iodine and 1,3-diiodo-5,5-dimethylhydantoin, respectively, in aq ammonia. Similarly, primary alkyl halides were also converted into corresponding nitriles in moderate to good yields using molecular iodine and 1,3-diiodo-5,5-dimethylhydantoin in aq ammonia, although a long reaction time was required. The present reaction is a new method for the preparation of aromatic nitriles from benzylic halides and a new method for the conversion of alkyl halides into corresponding nitriles with retention of the number of carbon atoms.
- Iida, Shinpei,Ohmura, Ryosuke,Togo, Hideo
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experimental part
p. 6257 - 6262
(2011/03/20)
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- Direct oxidative conversion of alkyl halides into nitriles with molecular iodine in aqueous ammonia
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The direct oxidative conversion of various benzylic alkyl halides and primary alkyl halides into corresponding nitriles was efficiently and simply carried out using molecular iodine in aqueous ammonia. This novel reaction converts alkyl halides into corresponding nitriles without changing the number of carbon atoms. Thieme Stuttgart.
- Iida, Shinpei,Togo, Hideo
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experimental part
p. 1639 - 1642
(2009/05/26)
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- Direct oxidative conversion of alcohols and amines to nitriles with molecular iodine and DIH in aq NH3
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Simple and high-yield procedures for the direct oxidative conversion of various primary alcohols, and primary, secondary, and tertiary amines to the corresponding nitriles were successfully carried out with molecular iodine in aq ammonia and 1,3-diiodo-5,5-dimethylhydantoin in aq NH3, respectively.
- Iida, Shinpei,Togo, Hideo
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p. 8274 - 8281
(2008/02/08)
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- Direct oxidative conversion of primary alcohols to nitriles using molecular iodine in ammonia water
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A simple, effective, high-yield procedure for the direct oxidative conversion of alcohols to nitriles, was successfully carried out with molecular iodine in ammonia water. Georg Thieme Verlag Stuttgart.
- Mori, Naoshi,Togo, Hideo
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p. 1456 - 1458
(2007/10/03)
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