SYNTHESE DIRECTE D'INDOLES ANTI-HYPERTENSIFS

Article abstract of DOI:10.1016/S0040-4020(01)89520-X

The direct syntheses of two potential anti-hypertensive drug candidates having the indole skeleton (2 and 3), using the β-cyano-aldehyde 6 or aγ-amide-aldehyde in Fischer condensations with p-methoxyphenylhydrazine are described.As by-products from these syntheses we isolated the chloropyrrole (11) and two diastereoisomeric molecules (12-E and 12-Z), one of them leading selectively to the N-acetylpyrrole 13.The structure and stereochemistry of three minor products (10, 12-E and 14) were confirmed by single crystal X-ray diffraction studies.