600727-40-0Relevant academic research and scientific papers
Mechanistic Insights into the Reaction of N-Propargylated Pyrrole- and Indole-Carbaldehyde with Ammonia, Alkyl Amines, and Branched Amines: A Synthetic and Theoretical Investigation
Sari, Ozlem,Seybek, Ali Fatih,Kaya, Serdal,Menges, Nurettin,Erdem, Safiye Sag,Balci, Metin
, p. 5261 - 5274 (2019)
The reaction of pyrrole- and indole-carbaldehydes having a propargyl group attached to the nitrogen atom with various amines was studied. The reaction with ammonia formed pyrrolo[1,2-a]pyrazine and pyrazino[1,2-a]indole while the reaction with alkylamines
Gold-Catalyzed Domino Cycloisomerization/Alkoxylation: An Entry to 3,4-Dihydro-1H-[1,4]oxazino[4,3-a]indole
Dupeux, Aurélien,Michelet, Véronique
, p. 17738 - 17747 (2021/10/25)
A novel and mild synthetic route for the preparation of functionalized polycyclic indole skeletons via a gold-mediated cycloisomerization/alkoxylation of 1,6-aldehyde-yne has been developed. This atom-economical catalytic process that associates IPrAu(MeC
Silver-catalyzed synthesis of pyrrolopiperazine fused with oxazine/imidazole via a domino approach: Evaluation of anti-cancer activity
Shiva Kumar,Kumar, N. Praveen,Rajesham, Bandari,Kishan, Gugulothu,Akula, Sravani,Kancha, Rama Krishna
supporting information, p. 34 - 38 (2017/12/28)
Silver-catalyzed domino synthesis of pyrrolopiperazine fused with oxazine/imidazole by the reaction of pyrrole-derived δ-alkynyl aldehydes and nucleophilic amines was performed. This domino strategy involves the formation of two new C-N bonds and one C-O/C-N bond, resulting in the formation of two new interesting fused heterocycles. Some of the synthesized compounds exhibit promising growth inhibitory activity against leukemia and breast cancer cell lines.
Gold-catalyzed oxime-oxime rearrangement
Guven, Sinem,Ozer, Merve Sinem,Kaya, Serdal,Menges, Nurettin,Balci, Metin
supporting information, p. 2660 - 2663 (2015/06/16)
The gold-catalyzed reaction of pyrrole and indole oximes having a propargyl group attached to the nitrogen atom was studied. The selective 6-endo-dig mode of cyclization was observed for the terminal alkynes giving rise to the formation of pyrazine N-oxides in the presence of a gold catalyst. However, the reaction with substituted alkyne transferred the oxime functionality intramolecularly from one carbon atom to another via the 7-endo-dig cyclization process. This transformation is unprecedented in the literature and is named an oxime-oxime rearrangement.
Intramolecular cyclization of δ-iminoacetylenes: A new entry to pyrazino[1,2-a]indoles
Abbiati, Giorgio,Arcadi, Antonio,Bellinazzi, Alessandra,Beccalli, Egle,Rossi, Elisabetta,Zanzola, Simona
, p. 4088 - 4095 (2007/10/03)
The synthesis of the pyrazino[1,2-a]indole nucleus was achieved by intramolecular cyclization of several 2-carbonyl-1-propargylindoles in the presence of ammonia. The reaction conditions were optimized using microwave heating and a pool of catalysts. Cycl
Novel intramolecular cyclization of N-alkynyl heterocycles containing proximate nucleophiles
Abbiati, Giorgio,Arcadi, Antonio,Beccalli, Egle,Rossi, Elisabetta
, p. 5331 - 5334 (2007/10/03)
Intramolecular cyclization of 2-acyl-1-propargyl-1H-indoles in the presence of ammonia provides an easy entry to pyrazino[1,2-a]indole nucleus.
