163455-72-9Relevant academic research and scientific papers
Rh(III)-Catalyzed Synthesis of N -Unprotected Indoles from Imidamides and Diazo Ketoesters via C-H Activation and C-C/C-N Bond Cleavage
Qi, Zisong,Yu, Songjie,Li, Xingwei
supporting information, p. 700 - 703 (2016/03/01)
(Chemical Equation). The synthesis of N-unprotected indoles has been realized via Rh(III)-catalyzed C-H activation/annulation of imidamides with α-diazo β-ketoesters. The reaction occurs with the release of an amide coproduct, which originates from both t
Tandem transformations of nitriles into N-heterocyclic compounds by electrophilic trapping of Blaise reaction intermediates
Kim, Juhyun,Chun, Yusung,Shin, Hyunik,Lee, Sang-Gi
experimental part, p. 1809 - 1817 (2012/08/08)
Tandem transformations of nitriles into various N-heterocycles have been accomplished through the reaction of electrophiles with Blaise reaction intermediates formed in situ. The reaction of the Blaise reaction intermediates with propiolates gives 2-pyridones through consecutive C- and N-nucleophilic reactions. The tandem reactions of the Blaise reaction intermediate with 1,3-enynes proceed through C-nucleophilic addition followed by an electrocyclization-aromatization cascade to give pyridines. Exocyclic enamino esters can be prepared by transformations of ω-chloroalkyl nitriles through chemoselective intramolecular alkylation of the Blaise reaction intermediate. Palladium-catalyzed intramolecular arylations or copper-catalyzed intermolecular cross-coupling reactions of the Blaise reaction intermediate give a range of indole derivatives. Combinations of tandem alkylations and palladium-catalyzed couplings of the Blaise reaction intermediates of ω-chloroalkyl nitriles give N-fused indoles. Georg Thieme Verlag Stuttgart · New York.
Tandem one-pot construction of indoles via palladium and copper-catalyzed coupling reactions of the blaise reaction intermediate
Kim, Ju Hyun,Lee, Sang-Gi
experimental part, p. 1464 - 1476 (2012/09/08)
The palladium-catalyzed intramolecular N-arylation of the Blaise reaction intermediate, formed by reaction of nitriles with an in situ generated Reformatsky reagent from ethyl -bromo - (2-bromophenyl)acetate and zinc, afforded indoles in good yields. Exte
Palladium-catalyzed intramolecular trapping of the blaise reaction intermediate for tandem one-pot synthesis of indole derivatives
Kim, Ju Hyun,Lee, Sang-Gi
supporting information; experimental part, p. 1350 - 1353 (2011/06/10)
Palladium-catalyzed intramolecular N-arylative and N-alkylative/N-arylative trappings of the Blaise reaction intermediates could be a new route to construct the indole moiety in a tandem one-pot manner from nitriles.
Simple conversion of enamines to 2h-azirines and their rearrangements under thermal conditions
Li, Xiaoxun,Du, Yunfei,Liang, Zhidan,Li, Xiangke,Pan, Yan,Zhao, Kang
supporting information; experimental part, p. 2643 - 2646 (2009/10/02)
A variety of substituted enamine derivatives were first found to be conveniently converted to the corresponding 2H-azirines mediated by phenyliodine (III) diacetate (PIDA). The formed 2-aryl-2W-azirines could be applied in the synthesis of indole-3-carbon
A Convenient Synthesis of 2-Benzylindoles
Mali, Raghao S.,Babu, Kantipudi N.,Jagtap, Prakash G.
, p. 114 - 115 (2007/10/03)
A convenient synthesis of 2-benzylindoles 8a-c from 2-nitrobenzaldehydes 4a-c, involving a Wittig reaction with ethyl benzyl(triphenyl-λ5-phosphanylidene)acetate 5, cyclization of the product esters 6a-c by reaction with triethyl phosphite and
