TY - JOUR
T1 - Synthese directe d'indoles anti-hypertensifs
AU - Zepeda, L. Gerardo
AU - Rojas-Gardida, Mirna
AU - Morales-Rios, Martha S.
AU - Joseph-Nathan, Pedro
PY - 1989
Y1 - 1989
N2 - The direct syntheses of two potencial anti-hypertensive drug candidates having the indole skeleton (2 and 3), using the β-cyanoaldehyde 6 or a γ-amide-aldehyde in Fischer condesations with ρ{variant}-methoxyphenylhydrazine are described. As by-products from these syntheses we isolated the chloropyrrole (11) and two diasteroisomeric molecules (12-E and 12-Z), one of them leading selectivity to the N-acetylpyrrole 13. The structure and stereochemistry of three of these minor products (10, 12-E and 14) were confirmed by single crystal X-ray diffraction studies.
AB - The direct syntheses of two potencial anti-hypertensive drug candidates having the indole skeleton (2 and 3), using the β-cyanoaldehyde 6 or a γ-amide-aldehyde in Fischer condesations with ρ{variant}-methoxyphenylhydrazine are described. As by-products from these syntheses we isolated the chloropyrrole (11) and two diasteroisomeric molecules (12-E and 12-Z), one of them leading selectivity to the N-acetylpyrrole 13. The structure and stereochemistry of three of these minor products (10, 12-E and 14) were confirmed by single crystal X-ray diffraction studies.
UR - http://www.scopus.com/inward/record.url?scp=0024443948&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(01)89520-X
DO - 10.1016/S0040-4020(01)89520-X
M3 - Artículo
SN - 0040-4020
VL - 45
SP - 6439
EP - 6448
JO - Tetrahedron
JF - Tetrahedron
IS - 20
ER -