Regioselective catalytic alkylation ofN-heterocycles in continuous flow

Autor: László Kocsis, Ferenc Darvas, Gellért Sipos, György Dormán, László Lengyel, Tamás Sipőcz, Richard V. Jones
Rok vydání: 2016
Předmět:
Zdroj: Journal of Flow Chemistry. 6:117-122
ISSN: 2063-0212
2062-249X
DOI: 10.1556/1846.2015.00030
Popis: A novel method for C–H functionalization of heteroaromatic rings by using continuous-flow reactors is reported. Direct alkylation reactions were investigated under heterogeneous catalytic conditions using simple transition metal catalysts at elevated temperature and pressure. As a model reaction, the alkylation of indole was attempted using cheap Raney® Nickel catalyst. Alcohols served both as alkylating agent and as reaction media. The targeted 3-alkyl-indoles were obtained in moderate to good yield with reasonable selectivity. Transient protection on the N-atom increased the selectivity up to 80%. The scope and limitations were also investigated. In summary, direct alkylation with alcohols represents a rapid (residence time of
Databáze: OpenAIRE