TY - JOUR
T1 - Iodine-mediated one-pot synthesis of indoles and 3-dimethylaminoindoles via annulation of enaminones
AU - Jerezano, Alberto V.
AU - Labarrios, Ehecatl M.
AU - Jiménez, Fabiola E.
AU - Del Cruz, María Carmen
AU - Pazos, Diana C.
AU - Gutiérrez, Rsuini U.
AU - Delgado, Francisco
AU - Tamariz, Joaquín
PY - 2013/8/31
Y1 - 2013/8/31
N2 - The synthesis of 2-carbonylindoles was achieved via a iodine-mediated cyclization of the corresponding enaminone precursors, which were formed by reaction of the ?-arylaminomethylene carbonyl derivatives with N,N'-dimethylformamide dimethyl acetal (DMFDMA). An alternative and more efficient procedure consisted of a similar cyclization of the enaminones, but under solvent-free and grinding reaction conditions. In another iodine-promoted procedure, 2-carbonyl-3-dimethylaminoindoles were synthesized via a one-pot cascade reaction between the α-arylaminomethylene carbonyl derivative and DMFDMA.
AB - The synthesis of 2-carbonylindoles was achieved via a iodine-mediated cyclization of the corresponding enaminone precursors, which were formed by reaction of the ?-arylaminomethylene carbonyl derivatives with N,N'-dimethylformamide dimethyl acetal (DMFDMA). An alternative and more efficient procedure consisted of a similar cyclization of the enaminones, but under solvent-free and grinding reaction conditions. In another iodine-promoted procedure, 2-carbonyl-3-dimethylaminoindoles were synthesized via a one-pot cascade reaction between the α-arylaminomethylene carbonyl derivative and DMFDMA.
KW - 3-dimethylaminoindoles
KW - DMFDMA
KW - Enaminone
KW - Grinding reaction
KW - Indoles
KW - Iodine
KW - Solvent-free
UR - http://www.scopus.com/inward/record.url?scp=84893297780&partnerID=8YFLogxK
U2 - 10.3998/ark.5550190.p008.138
DO - 10.3998/ark.5550190.p008.138
M3 - Artículo
SN - 1551-7012
VL - 2014
SP - 18
EP - 53
JO - Arkivoc
JF - Arkivoc
IS - 3
ER -