A Convenient Synthetic Route to Spiro[indole‐3,4′‐piperidin]‐2‐ones
摘要：
Abstract Starting from 1-[( tert -butoxy)carbonyl]piperidine-4-carboxylic acid and 2-bromoaniline, the spiro[indole-3,4′-piperidin]-2-one system was obtained in three high-yielding steps: anilide formation, N (1)-protection, and intramolecular cyclization under Pd catalysis as the key reaction. The preparation of the corresponding 2-bromoanilide was studied. In extension, the same sequence was developed with 4-methyl- and 4-nitro-2-bromoaniline. In the key step, the NO<sub>2</sub> group led to a rather diminished yield. The transformation of the protected spiro[indole-3,4′-piperidin]-2-one to the corresponding unprotected dihydroindoles is discussed.
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年份：
2000
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Helvetica Chimica Acta
2000-06-07
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