76464-99-8Relevant articles and documents
Metal-Catalyzed Cyclotrimerization Reactions of Cyanamides: Synthesis of 2-Aryl-α-carbolines
Edioma, Friendship B.,Lesch, Robert W.,Medas, Kyle M.,Mulcahy, Seann P.,Ndahayo, Vincent,Wrenn, Sean P.
, p. 3135 - 3139 (2020)
The synthesis of annulated 2-aryl-α-carboline heterocycles is described using transition metal catalysis. A linear strategy is described that uses Rh(I) catalysis to form the α-carboline scaffold by [2+2+2] cyclotrimerization. Alternatively, a tandem catalytic approach using a Pd(II) precatalyst afforded the same target molecules by mediating a Sonogashira reaction and a [2+2+2] cyclotrimerization in the same reaction flask. In each case, nine different 2-aryl-α-carbolines have been prepared in high to modest isolated yields.
Catalytic and Enantioselective Control of the C–N Stereogenic Axis via the Pictet–Spengler Reaction
Kim, Ahreum,Kim, Aram,Park, Sunjung,Kim, Sangji,Jo, Hongil,Ok, Kang Min,Lee, Sang Kook,Song, Jayoung,Kwon, Yongseok
supporting information, p. 12279 - 12283 (2021/05/03)
An unprecedented example of a chiral phosphoric acid-catalyzed atroposelective Pictet–Spengler reaction of N-arylindoles is reported. Highly enantioenriched N-aryl-tetrahydro-β-carbolines with C?N bond axial chirality are obtained via dynamic kinetic reso
Site-Selective Double and Tetracyclization Routes to Fused Polyheterocyclic Structures by Pd-Catalyzed Carbonylation Reactions
Bacchi, Alessia,Carfagna, Carla,Costa, Mirco,Della Ca', Nicola,Gabriele, Bartolo,Mancuso, Raffaella,Mazzeo, Paolo P.,Pancrazzi, Francesco,Sarti, Nicolò,Stirling, András
supporting information, p. 1569 - 1574 (2020/03/13)
In this contribution, we report novel palladium-catalyzed carbonylative cascade approaches to highly functionalized polyheterocyclic structures. The Pd-catalyzed carbonylative process involves the regioselective insertion of one to three CO molecules and the sequential ordered formation of up to eight new bonds (one C-O, two C-C, five C-N). The exclusive formation of six-membered heterocycles is elucidated by detailed modeling studies.
