Allylic and Allenylic Dearomatization of Indoles promoted by Graphene Oxide via Covalent Grafting Activation Mode
Artikel i vetenskaplig tidskrift, 2020
The site‐selective allylative and allenylative dearomatization of indoles with alcohols is performed under carbocatalytic regime in the presence of graphene oxide (GO, 10 wt% loading) as the promoter. Metal‐free conditions, absence of stoichiometric additive, environmentally friendly conditions (H2O/CH3CN, 55 °C, 6 h), broad substrate scope (33 examples, yield up to 92%) and excellent site‐ and stereoselectivity characterize the present methodology. Moreover, a covalent activation model exerted by GO functionalities was corroborated by spectroscopic, experimental and computational evidences. Recovering and regeneration of the GO catalyst via simple acidic treatment was also documented.
nanocarbon
dehydrogeneation
chemistry
ethylbenzene
graphene
Författare
Daniele Bellini
Universita di Bologna
Andrea Bottoni
Universita di Bologna
Matteo Calvaresi
Universita di Bologna
Magda Monari
Universita di Bologna
Alessandro Kovtun
Istituto per la Sintesi Organica e la Fotoreattività (ISOF-CNR)
Vincenzo Palermo
Istituto per la Sintesi Organica e la Fotoreattività (ISOF-CNR)
Chalmers, Industri- och materialvetenskap, Material och tillverkning
Manuela Melucci
Istituto per la Sintesi Organica e la Fotoreattività (ISOF-CNR)
Marco Bandini
Consorzio C.I.N.M.P.I.S.
Universita di Bologna
Chemistry - A European Journal
0947-6539 (ISSN) 1521-3765 (eISSN)
Vol. 26 46 10427-10432Graphene Core Project 2 (Graphene Flagship)
Europeiska kommissionen (EU) (EC/H2020/785219), 2018-04-01 -- 2020-03-31.
Styrkeområden
Nanovetenskap och nanoteknik
Energi
Materialvetenskap
Ämneskategorier
Materialkemi
Organisk kemi
Infrastruktur
Chalmers materialanalyslaboratorium
DOI
10.1002/chem.202001373