288848-92-0Relevant academic research and scientific papers
H-bonding vs Protonation of Alkynes in Regioselective Hydroamination Reactions: A Glimpse into the Reactivity of Arylogous Ynolethers and Ynamines
Abe, Masahiro,Jean, Alexandre,Blanchet, Jér?me,Rouden, Jacques,Maddaluno, Jacques,De Paolis, Micha?l
, p. 15448 - 15475 (2019/11/29)
In this paper is described the competition and transition between hydrogen bonding and protonation of alkynes connected, on one side, to various aromatic rings and to chiral amino ester appendages on the other side. While the first mode of activation indu
Rapid access to novel 1,2,3-triazolo-heterocyclic scaffolds via tandem knoevenagel condensation/azide-alkyne 1,3-dipolar cycloaddition reaction in one pot
Maurya, Ram Awatar,Adiyala, Praveen Reddy,Chandrasekhar,Reddy, Chada Narsimha,Kapure, Jeevak Sopanrao,Kamal, Ahmed
, p. 466 - 477 (2014/12/10)
An operationally simple, one-pot, two-step cascade method has been developed to afford biologically important fused 1,2,3-triazolo-heterocyclic scaffolds from 2-alkynyl aryl(heteroaryl) aldehydes and phenacyl azides. This unique atom economical transformation engages four reactive centers (aldehyde, alkyne, active methylene, and azide) under metal-free catalysis.
Rapid access to amino-substituted quinoline, (Di)benzofuran, and carbazole heterocycles through an aminobenzannulation reaction
Tiano, Martin,Belmont, Philippe
, p. 4101 - 4109 (2008/09/20)
(Chemical Equation Presented) The use of a powerful aminobenzannulation reaction has been applied for the synthesis of amino-substituted quinolines, dibenzofurans, and carbazoles. The precursors are heterocycles bearing a methyl ketone group ortho to an i
Synthesis of β- and γ-carbolines by the palladium/copper-catalyzed coupling and cyclization of terminal acetylenes
Zhang, Haiming,Larock, Richard C.
, p. 7048 - 7056 (2007/10/03)
A variety of 3-substituted β- and γ-carbolines have been synthesized from N-substituted 3-iodoindole-2-carboxaldehydes and 2-bromoindole-3-carboxaldehydes, respectively. The coupling of these aldehydes with various terminal acetylenes with PdCl2(PPh3)2/CuI as the catalyst readily affords the corresponding alkynylindole carboxaldehydes, which have subsequently been converted to the corresponding tert-butylimines and cyclized to β- and γ-carbolines by either copper-catalyzed or thermal processes.
Annulation of indole via indole radicals: Addition of the 2-indolyl radical to aromatic rings
Fiumana, Andrea,Jones, Keith
, p. 4209 - 4211 (2007/10/03)
The reactions of the radicals derived from indoles 4 are described leading to a short synthesis of fused [1,2-a]indoles via radical addition to the benzene ring followed by rearomatisation whilst one example undergoes an unusual radical translocation/addition reaction. (C) 2000 Elsevier Science Ltd.
v-Triazolines. Part 41. A new synthesis of 2-alkylquinazolines and 2,9-dialkylpyrimido[4,5-b]indoles
Erba, Emanuela,Pocar, Donato,Valle, Marinella
, p. 421 - 425 (2007/10/03)
2-Alkylquinazolines were obtained from amidines by reaction with ammonia. The synthesis has been applied to the preparation of 2,9-dialkylpyrimido[4,5-b]indoles, in a one pot reaction, from 1-alkyl-2-azidoindole-3-carbaldehydes, a secondary amine and aldehydes and reaction with ammonia.
