tetrahedron

Mercuric acetate cyclization of 4-(arylmethyl) piperidines; synthesis of indolo [2, 3-g] morphans (tetracyclic ring system of strychnos indole alkaloids) and 7, 8- …

J Bosch, J Bonjoch, A Diez, A Linares, M Moral…

Index: Bosch; Bonjoch; Diez; et al. Tetrahedron, 1985 , vol. 41, # 9 p. 1753 - 1762

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Citation Number: 22

Abstract

A new synthetic route to indolo [2, 3-g] morphans and 7, 8-benzomorphans is reported. The key step in these syntheses is the mercuric acetate oxidation of appropriate 2-(4- piperidylmethyl) indoles or 4-benzylpiperidines, respectively. An alternative synthetic entry to 2-(4-piperidylmethyl) indoles, consisting in Wadsworth-Emmons condensation of a suitable 4-piperidone with diethyl 2-oxopropylphosphonate followed by catalytic ...