1137992-05-2Relevant academic research and scientific papers
N-Atom Deletion in Nitrogen Heterocycles
Cai, Wangshui,Guo, Ting,Li, Guigen,Lu, Hongjian,Qin, Haitao,Wang, Shuang
, p. 20678 - 20683 (2021/08/25)
Excising the nitrogen in secondary amines, and coupling the two residual fragments is a skeletal editing strategy that can be used to construct molecules with new skeletons, but which has been largely unexplored. Here we report a versatile method of N-atom excision from N-heterocycles. The process uses readily available N-heterocycles as substrates, and proceeds by N-sulfonylazidonation followed by the rearrangement of sulfamoyl azide intermediates, providing various cyclic products. Examples are provided of deletion of nitrogen from natural products, synthesis of chiral O-heterocycles from commercially available chiral β-amino alcohols, formal inert C?H functionalization through a sequence of N-directed C?H functionalization and N-atom deletion reactions in which the N-atom can serve as a traceless directing group.
Regiodivergent access to five- and six-membered benzo-fused lactams: Ru-catalyzed olefin hydrocarbamoylation
Li, Bin,Park, Yoonsu,Chang, Sukbok
supporting information, p. 1125 - 1131 (2014/02/14)
We report herein a new strategy of the Ru-catalyzed intramolecular olefin hydrocarbamoylation for the regiodivergent synthesis of five- and six-membered benzo-fused lactams starting from N-(2-alkenylphenyl)formamides. Using a combined catalyst of Ru3
Enantioselective annulations for dihydroquinolones by in situ generation of azolium enolates
Lee, Anna,Younai, Ashkaan,Price, Christopher K.,Izquierdo, Javier,Mishra, Rama K.,Scheidt, Karl A.
supporting information, p. 10589 - 10592 (2014/08/18)
A convergent, catalytic asymmetric formal [4 + 2] annulation for the synthesis of dihydroquinolones has been developed. Carboxylic acids can be employed as precursors to NHC enolates through an in situ activation strategy. Simultaneous generation of a reactive aza-o-quinone methide under the basic conditions employed for NHC generation leads to a dual activation approach.
Ionic diamine rhodium complex catalyzed hydroaminomethylation of 2-allylanilines
Okuro, Kazumi,Alper, Howard
scheme or table, p. 4959 - 4961 (2011/01/12)
Ionic diamine rhodium complexes catalyze the hydroaminomethylation of 2-allylanilines. The reaction involves initial hydroformylation followed by reductive amination, which provides direct access to 1,2,3,4- tetrahydroquinolines and 2,3,4,5-1H-1-benzazepi
The tandem reaction combining radical and ionic processes: an efficient approach to substituted 3,4-dihydroquinolin-2-ones
Zhou, Wang,Zhang, Liangren,Jiao, Ning
experimental part, p. 1982 - 1987 (2009/08/07)
3,4-Dihydroquinolin-2-ones are of great importance in the areas of pharmaceuticals. However, the direct intramolecular radical cyclizations of the corresponding amide compounds favor 5-exo products 2. Reports on the radical cyclization reactions producing
