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.

graphene

ethylbenzene

nanocarbon

dehydrogeneation

chemistry

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

Vincenzo Palermo

Istituto per la Sintesi Organica e la Fotoreattività

Chalmers, Industri- och materialvetenskap, Material och tillverkning

Manuela Melucci

Istituto per la Sintesi Organica e la Fotoreattività

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 10427-10432

Graphene Core Project 2 (Graphene Flagship)

Europeiska kommissionen (EU), 2018-04-01 -- 2020-03-31.

Styrkeområden

Nanovetenskap och nanoteknik (SO 2010-2017, EI 2018-)

Energi

Materialvetenskap

Ämneskategorier

Materialkemi

Organisk kemi

Infrastruktur

Chalmers materialanalyslaboratorium

DOI

10.1002/chem.202001373

Mer information

Senast uppdaterat

2020-09-10