13671-74-4Relevant articles and documents
A Novel and Chemoselective Process of N -Alkylation of Aromatic Nitrogen Compounds Using Quaternary Ammonium Salts as Starting Material
González-González, Carlos A.,Vega, Juan Javier Mejía,Monroy, Ricardo García,González-Calderón, Davir,Corona-Becerril, David,Fuentes-Benítes, Aydeé,Mascarúa, Joaquín Tamariz,González-Romero, Carlos
, (2018/02/28)
The process of N-alkylation of several pyrroles, indoles, and derivative heterocycles is herein described, using quaternary ammonium salts as the source of an alkylating agent. These reactions were carried out on several heterocyclic rings with triethylbenzylammonium chloride or tetradecyltrimethylammonium bromide and an NaOH solution at 50%, leading to a chemoselective N-alkylated product and an average yield of 73%. This is an alternative process to the traditional benzylation and methylation of N-heterocycles with direct handling of alkyl halides.
Microwave-assisted synthesis of tetrahydroindoles
Piras, Leonarda,Ghiron, Chiara,Minetto, Giacomo,Taddei, Maurizio
, p. 459 - 462 (2008/09/17)
An efficient synthesis of tetrahydroindoles with different substituents in position 1 is described. Microwave-assisted aminolysis of 4-oxo-4,5,6,7-tetrahydrobenzofuran with different primary amines gives the corresponding tetrahydroindoles in few minutes.
A simple and general synthesis of 4-oxo-4,5,6,7-tetrahydroindoles via a novel intramolecular 1,3-dipolar cycloaddition approach
Hutchison, Darrell R.,Nayyar, Naresh K.,Martinelli, Michael J.
, p. 2887 - 2890 (2007/10/03)
A general synthesis of 4-keto-4,5,6,7-tetrahydroindoles 6-12 has been achieved in two steps using a new intramolecular 1,3-dipolar cycloaddition approach in moderate yields (45-60%). The potential of this methodology is demonstrated by the synthesis of a mitomycin skeleton (15) and a topoisomerase-1 inhibitor skeleton (17).