- PH-Mediated Selective Synthesis of N-Allylic Alkylation or N-Alkylation Amines with Allylic Alcohols via an Iridium Catalyst in Water
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Amination of allylic alcohols is an effective approach in the facile synthesis of N-allylic alkylation or N-alkylation amines. Recently, a series of catalysts were devised to push forward this transformation. However, current synthetic methods are typical
- Luo, Nianhua,Zhong, Yuhong,Shui, Hongling,Luo, Renshi
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p. 15509 - 15521
(2021/11/01)
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- Ligand-Controlled, Tunable Copper-Catalyzed Radical Divergent Trifluoromethylation of Unactivated Cycloalkenes
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The Cu-catalyzed high-chemoselective trifluoromethylation reactions of unactivated cycloalkenes via the modulation of appropriate ligands have been explored. The Cu(I)/appropriate ligands-catalytic systems overcome the key challenge in differentiating two pathways involving radical intermediates and provide a ligand-controlled approach for site-specific spiro-aryltrifluoromethylation and chlorotrifluoromethylation to afford trifluoromethylated spiro-tetrahydroquinoline compounds and vicinal Cl-containing trifluoromethyl cycloalkanes. Moreover, compared with reported chlorine sources, 1,2-dichloroethane is used as more green and economical feedstock for chlorotrifluoromethylation. (Figure presented.).
- Wang, Qi,Zang, Zhong-Lin,Jie, Mi,Luo, Li-Hua,Yang, Dan,Zhou, Cheng-He,Cai, Gui-Xin
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supporting information
p. 5284 - 5291
(2021/10/25)
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- Synthesis of Spiro-dihydroquinoline and Octahydrophenanthrene Derivatives via Palladium-Catalyzed Intramolecular Oxidative Arylation
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A method for intramolecular sp2 C-H oxidative arylation of unactivated cyclic olefins has been developed to access spiro-dihydroquinoline and octahydrophenanthrene derivatives in a straightforward and efficient manner. Bearing picolinamide as a directing group, the alkenyl anilines cyclized to afford spiro-dihydroquinolines in moderate to excellent yields via direct oxidative arylation, while the alkenyl benzylamines furnished the octahydrophenanthrene derivatives in moderate yields via sequential oxidative arylation and double acetoxylation.
- Zang, Zhong-Lin,Karnakanti, Shuklachary,Zhao, Sheng,Hu, Ping,Wang, Zhen,Shao, Pan-Lin,He, Yun
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supporting information
p. 1354 - 1357
(2017/03/23)
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- Decarboxylative Aminomethylation of Aryl- and Vinylsulfonates through Combined Nickel- and Photoredox-Catalyzed Cross-Coupling
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A mild approach for the decarboxylative aminomethylation of aryl sulfonates by the combination of photoredox and nickel catalysis through C?O bond cleavage is described for the first time. A wide range of aryl triflates as well as aryl mesylates, tosylates and alkenyl triflates afford the corresponding products in good to excellent yields.
- Fan, Lulu,Jia, Jiaqi,Hou, Hong,Lefebvre, Quentin,Rueping, Magnus
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supporting information
p. 16437 - 16440
(2016/11/11)
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- Aza-Wittig Rearrangements of N-Benzyl and N-Allyl Glycine Methyl Esters. Discovery of a Surprising Cascade Aza-Wittig Rearrangement/Hydroboration Reaction
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Treatment of N-(arylmethyl)-N-aryl or N-allyl-N-aryl glycine methyl ester derivatives with nBu2BOTf and iPr2NEt effects an aza-Wittig rearrangement that provides N-aryl phenylalanine methyl ester derivatives and N-aryl allylglycine methyl ester derivatives, respectively, in good yield with moderate to good diastereoselectivity. Under similar conditions, analogous substrates bearing N-carbonyl groups are converted to 1,4,2-oxazaborole derivatives. Additionally, N-allyl-N-aryl glycine methyl ester derivatives subjected to similar conditions at elevated temperatures undergo an aza-[2,3]-Wittig rearrangement, followed by a subsequent hydroboration oxidation reaction, to afford substituted amino alcohol products.
- Everett, Renata K.,Wolfe, John P.
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p. 9041 - 9056
(2015/09/28)
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- Palladium-catalyzed carbonylative cyclization of 1-bromoallyl bromides with anilines leading to 1-aryl-1H-pyrrol-2(5H)-ones
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1-Bromoallyl bromides are carbonylatively cyclized with anilines under carbon monoxide pressure in DMF in the presence of a catalytic amount of a palladium catalyst along with a base to give the corresponding 1-aryl-1H-pyrrol-2(5H)-ones in moderate to goo
- Cho, Chan Sik,Son, Jong Ik,Yoon, Nam Sik
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p. 499 - 503
(2012/11/07)
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- Synthesis of cycloalkanoindoles, the carba analogs of physostigmine
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The title compounds 9 were prepared by combined aza-Claisen rearrangement/intramolecular ring-closure reaction of N-allylaniline derivatives 3, followed by BBr3 mediated cleavage of methoxy group and subsequent formation of the phenylcarbamyl d
- Kiraly, Imre,Hornyanszky, Gabor,Kupai, Katalin,Novak, Lajos
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