TY - JOUR
T1 - Synthesis of Free NH 2-(Aminomethyl)indoles through Copper-Catalyzed Reaction of 3-(ortho-Trifluoroacetamidophenyl)-1-propargylic Alcohols with Amines and Palladium/Copper- Cocatalyzed Domino Three-Component Sonogashira Cross-Coupling/Cyclization/Substitu
AU - Cacchi, Sandro
AU - Fabrizi, Giancarlo
AU - Iazzetti, Antonia
AU - Molinaro, Carmela
AU - Verdiglione, Rosanna
AU - Goggiamani, Antonella
PY - 2015
Y1 - 2015
N2 - Free NH 2-(aminomethyl) indoles have been prepared via copper-catalyzed cyclization of 3-(ortho-trifluoroacetamidophenyl)-1-propargylic alcohols in the presence of primary or secondary amines. The synthesis has been developed into a simple and very efficient domino three-component Sonogashira cross-coupling/cyclization/substitution process that, omitting the isolation of 3(ortho-trifluoroacetamidophenyl)-1-propargylic alcohols, provides access to this class of compounds by treating 2-iodotrifluoroacetanilides, propargylic alcohols, and primary or secondary amines with a copper/palladium catalyst system.
AB - Free NH 2-(aminomethyl) indoles have been prepared via copper-catalyzed cyclization of 3-(ortho-trifluoroacetamidophenyl)-1-propargylic alcohols in the presence of primary or secondary amines. The synthesis has been developed into a simple and very efficient domino three-component Sonogashira cross-coupling/cyclization/substitution process that, omitting the isolation of 3(ortho-trifluoroacetamidophenyl)-1-propargylic alcohols, provides access to this class of compounds by treating 2-iodotrifluoroacetanilides, propargylic alcohols, and primary or secondary amines with a copper/palladium catalyst system.
KW - 2-(aminomethyl)indoles
KW - copper catalysis
KW - domino reactions
KW - multicomponent processes
KW - palladium catalysis
KW - 2-(aminomethyl)indoles
KW - copper catalysis
KW - domino reactions
KW - multicomponent processes
KW - palladium catalysis
UR - https://publicatt.unicatt.it/handle/10807/200525
UR - https://www.scopus.com/inward/citedby.uri?partnerID=HzOxMe3b&scp=84925060802&origin=inward
UR - https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84925060802&origin=inward
U2 - 10.1002/adsc.201400881
DO - 10.1002/adsc.201400881
M3 - Article
SN - 1615-4169
VL - 357
SP - 1053
EP - 1059
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
IS - 5
ER -