186541-36-6Relevant academic research and scientific papers
Intermolecular, Branch-Selective, and Redox-Neutral Cp*IrIII-Catalyzed Allylic C?H Amidation
Knecht, Tobias,Mondal, Shobhan,Ye, Jian-Heng,Das, Mowpriya,Glorius, Frank
supporting information, p. 7117 - 7121 (2019/04/30)
Herein, we report the redox-neutral, intermolecular, and highly branch-selective amidation of allylic C?H bonds enabled by Cp*IrIII catalysis. A variety of readily available carboxylic acids were converted into the corresponding dioxazolones and efficiently coupled with terminal and internal olefins in high yields and selectivities. Mechanistic investigations support the formation of a nucleophilic IrIII–allyl intermediate rather than the direct insertion of an Ir–nitrenoid species into the allylic C?H bond.
Functional ion liquid method for catalytic synthesis of amine compounds
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Paragraph 0225; 0226; 0227, (2016/10/07)
The invention discloses a method for synthesizing an amine compound catalyzed by functionalized ionic liquid. According to the method, functionalized ionic liquid is used as a catalyst to catalyze N-alkylation of amine and alcohol to synthesize corresponding compound derivatives. Acid functionalized ionic liquid is used as the catalyst to synthesize a series of compounds of amine. The method has the following advantages: a catalytic system is a metal-free system; the usage amount of the catalyst is small, and the catalyst has high catalytic activity, good stability and low corrosivity; operation is simple, and reaction is mild; post-treatment is easy, and the catalyst can be cyclically used.
Iron oxide-silver magnetic nanoparticles as simple heterogeneous catalysts for the direct inter/intramolecular nucleophilic substitution of π-activated alcohols with electron-deficient amines
Xu, Xingzhu,Wu, Haibo,Li, Zhengyi,Sun, Xiaoqiang,Wang, Zhiming
, p. 5254 - 5259 (2015/07/15)
The development of bimetallic iron oxide-silver magnetic nanoparticles (Fe2O3-Ag MNPs) catalytic system provides an efficient heterogeneous synthetic pathway to allylic amines and 1,2-dihydroquinolines involving the direct inter/intramolecular nucleophilic substitution of π-activated alcohols with electron-deficient amines. The major advantages of the present method are wide substrate scope, simple product separation, low catalyst loading, and magnetically recyclable catalyst.
Direct substitution of hydroxy group of π-activated alcohols with electron-deficient amines using Re2O7 catalyst
Das, Braja Gopal,Nallagonda, Rajender,Ghorai, Prasanta
experimental part, p. 5577 - 5583 (2012/07/31)
The first example of simple Re2O7-catalyzed direct dehydrative coupling between allylic alcohols with electron-deficient amines has been achieved under mild and open flask conditions. The protocol has also been successfully applied t
Sulfonic acid-functionalized ionic liquids as metal-free, efficient and reusable catalysts for direct amination of alcohols
Han, Feng,Yang, Lei,Li, Zhen,Xia, Chungu
experimental part, p. 1052 - 1060 (2012/05/21)
A series of sulfonic acid-functionalized (SO3H-functionalized) ionic liquids was synthesized and used as metal-free, highly selective and efficient catalysts for the direct amination of alcohols. Notably, the activities of the series of SO3H-functionalized ionic liquids were compared and a 92% isolated yield was obtained using 3-tetradecyl-1-(butyl-4- sulfonyl)imidazolium trifluoromethanesulfonate ([BsTdIM][OTf]) as the catalyst. Importantly, the catalytic system has wide substrate scope including benzylic, allyl, propargylic, aliphatic alcohols with sulfonamide, amide, carbamate, aromatic amine and N-heterocyclic compounds. Interestingly, the system was also suitable for a multi-gram scale direct amination of alcohols. Additionally, the reusable nature of [BsTdIM][OTf] makes this protocol more attractive and avoids the disposal and neutralization of acidic catalysts. Moreover, preliminary experiments indicated that this reaction should proceed via an SN1 pathway. Copyright
Aluminum triflate as a powerful catalyst for direct amination of alcohols, including electron-withdrawing group-substituted benzhydrols
Ohshima, Takashi,Ipposhi, Junji,Nakahara, Yasuhito,Shibuya, Ryozo,Mashima, Kazushi
supporting information, p. 2447 - 2452 (2012/11/07)
Direct aminations of allylic alcohols, benzylic alcohols, and benzhydrols with electron-withdrawing (F, Br, I, NO2, or CN) substituents were efficiently catalyzed by aluminum triflate [Al(OTf)3] to afford the corresponding biarylamines in high yield, and the dibromo-substituted product was further transformed into letrozole. Copyright
Molecular iodine-catalysed amidation reaction of secondary benzylic and allylic alcohols with carboxamides or sulfonamides
Lin, Xufeng,Wang, Jun,Xu, Fangxi,Wang, Yanguang
experimental part, p. 638 - 641 (2011/03/18)
A highly efficient method for the C-N bond formation via 2 mol% of molecular iodine-catalysed amidation reaction of benzylic and allylic alcohols with carboxamides or sulfonamides in MeCN is described, giving the corresponding substituted amides and allyl
α-Amidobenzylation of aryl and alkenyl halides via palladium-catalyzed Suzuki-Miyaura coupling with α-(acylamino) benzylboronic esters
Ohmura, Toshimichi,Awano, Tomotsugu,Suginome, Michinori
, p. 664 - 665 (2011/04/22)
The Suzuki-Miyaura coupling of α-(acetylamino)benzylboronic esters with aryl and alkenyl halides has been achieved using a Pd/P(t-Bu)3 catalyst with KF and H2O in 1,4-dioxane, giving α-substituted benzylamines in high yields. Copyright
An efficient FeCl3-catalyzed amidation reaction of secondary benzylic and allylic alcohols with carboxamides or p-toluenesulfonamide
Jana, Umasish,Maiti, Sukhendu,Biswas, Srijit
, p. 858 - 862 (2008/04/13)
A simple, inexpensive, environmentally friendly and high yielding amidation reaction of benzylic and allylic alcohols with primary amides using a catalytic amount of FeCl3 (5 mol %) is described. Direct substitution of various amides such as be
