Tetrahedron p. 6439 - 6448 (1989)
Update date:2022-08-11
Topics:
Zepeda, L. Gerardo
Rojas-Gardida, Mirna
Morales-Rios, Martha S.
Joseph-Nathan, Pedro
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.
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