1587691-75-5Relevant academic research and scientific papers
Gold(I)-Catalyzed Formal Intramolecular Dehydro-Diels-Alder Reaction of Ynamide-ynes: Synthesis of Functionalized Benzo[ b]carbazoles
Xu, Wei,Wang, Gaonan,Xie, Xin,Liu, Yuanhong
, p. 3273 - 3277 (2018)
A gold-catalyzed cycloisomerization of ynamide-ynes via a formal dehydro-Diels-Alder reaction has been developed, providing an attractive route to diversely substituted benzo[b]carbazoles. The reaction likely proceeds via regioselective attack of the pendant alkyne moiety to a keteniminium ion intermediate followed by benzannulation. The method offers several advantages such as high efficiency, mild reaction conditions, and wide functional group tolerance and serves as a highly useful complement to the thermal DDA reactions of ynamide-ynes.
Fe-catalyzed novel domino isomerization/cyclodehydration of substituted 2-[(indoline-3-ylidene)(methyl)]benzaldehyde derivatives: An efficient approach toward benzo[ b ]carbazole derivatives
Paul, Kartick,Bera, Krishnendu,Jalal, Swapnadeep,Sarkar, Soumen,Jana, Umasish
supporting information, p. 2166 - 2169 (2014/05/06)
A new and efficient protocol to synthesize substituted benzo[b]carbazole derivatives has been demonstrated involving iron-catalyzed domino isomerization/cyclodehydration sequences from substituted 2-[(indoline-3- ylidene)(methyl)]benzaldehyde derivatives. The substrates could be easily made via Pd-catalyzed domino Heck-Suzuki coupling from 2-bromo-N-propargylanilide derivatives in high yields. Notably, the generality and efficiency of this two-stage domino strategy was further exemplified by the synthesis of a polycyclic benzofuran derivative.
