TY - JOUR
T1 - A convenient preparation of furo[2,3-b]indoles by conjugated addition of organomagnesium reagents to 2-hydroxyindolylidenemalonates
AU - Morales-Ríos, Martha S.
AU - Santos-Sánchez, Norma F.
AU - Fragoso-Vázquez, M. Jonathan
AU - Alagille, David
AU - Villagómez-Ibarra, J. Roberto
AU - Joseph-Nathan, Pedro
N1 - Funding Information:
This research was supported by CONACYT-México (34405-N, G-32631-N). The authors thank I. Q. Luis Velasco Ibarra (Instituto de Quı́mica, UNAM) for recording the HRMS and Dr Oscar R. Suárez Castillo (Universidad Autónoma del Estado de Hidalgo) for providing raw X-ray data.
PY - 2003/4/14
Y1 - 2003/4/14
N2 - The chelate-controlled conjugated addition of Grignard reagents to 2-hydroxyindolylidenemalonates was studied as a means of preparing 3a-alkyl-3-methoxycarbonyl-2-oxofuro[2,3-b]indoles in one or two steps. In addition to the alkylorganometallic group variation, the effects of substitution at the aromatic ring on the reaction outcome were established. The indolylidenemalonates were found to be less reactive than the analogous indolylidenecyanoacetates.
AB - The chelate-controlled conjugated addition of Grignard reagents to 2-hydroxyindolylidenemalonates was studied as a means of preparing 3a-alkyl-3-methoxycarbonyl-2-oxofuro[2,3-b]indoles in one or two steps. In addition to the alkylorganometallic group variation, the effects of substitution at the aromatic ring on the reaction outcome were established. The indolylidenemalonates were found to be less reactive than the analogous indolylidenecyanoacetates.
KW - Chelate-controlled conjugated Grignard addition
KW - Furo[2,3-b]indoles
KW - Indolylidenecyanoacetates
KW - Indolylidenemalonates
KW - X-ray analysis
UR - http://www.scopus.com/inward/record.url?scp=0037437131&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(03)00336-3
DO - 10.1016/S0040-4020(03)00336-3
M3 - Artículo
AN - SCOPUS:0037437131
SN - 0040-4020
VL - 59
SP - 2843
EP - 2853
JO - Tetrahedron
JF - Tetrahedron
IS - 16
ER -