The Journal of Organic Chemistry

Convergent and efficient synthesis of spiro [benzofuran-3 (2H), 4'-piperidines]

SH Rosenberg, H Rapoport

文献索引：Rosenberg, Saul H.; Rapoport, Henry Journal of Organic Chemistry, 1984 , vol. 49, p. 56 - 62

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被引用次数: 20

摘要

A synthesis is presented of spiro [7-methoxybenzofuran-3 (2H), 4'-piperidines], tricyclic analogues containing the A, N, and 0 rings of codeine. Two successive 1, 4additions into a pyridine residue, an intermolecular aryllithium addition followed by an intramolecular ester enolate ring closure, establish the spiro [benzofuran-dihydropyridine] system. Reduction and finally a-methylene lactam rearrangment provide the necessary functionalization for ...