Reactivity of ethyl nitrosoacrylate toward pyrrole, indole and pyrrolo[3,2-c]carbazole: an experimental and theoretical study

Reactivity of ethyl nitrosoacrylate toward pyrrole, indole and pyrrolo[3,2-c]carbazole: an experimental and theoretical study

Nitrosoalkenes react with 8-methyl-1,6-dihydropyrrolo[3,2-c]carbazole to give both 2- and 3-alkylated products via hetero-Diels-Alder reaction followed by the cycloadduct ring-opening. Quantum chemical calculations, at DFT level of theory, were carried out to investigate the regioselectivity of the...

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Bibliographic Details
Main Authors: Alice Benzi, Susana M. M. Lopes, Sandra C. C. Nunes, Gianluca Giorgi, Lara Bianchi, Cinzia Tavani, Alberto A. C. C. Pais, Giovanni Petrillo, Teresa M. V. D. Pinho e Melo
Format: Article
Language:English
Published: Frontiers Media S.A. 2023-08-01
Series:Frontiers in Chemistry
Subjects:
nitrosoalkenes
pyrrolo[3,2-c]carbazole
hetero-Diels-Alder reactions
pictet-spengler reaction
DFT calculations
Online Access:https://www.frontiersin.org/articles/10.3389/fchem.2023.1229669/full

Internet

https://www.frontiersin.org/articles/10.3389/fchem.2023.1229669/full

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