Synlett

Unexpected formation of quinolone derivatives in Reissert indole synthesis

…, H Gyoutoku, H Yokoo, M Shinba, Y Sato, H Yamada…

Index: Suzuki; Gyoutoku; Yokoo; Shinba; Sato; Yamada; Murakami Synlett, 2000 , # 8 p. 1196 - 1198

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Citation Number: 20

Abstract

Abstract: The Reissert indole synthesis was found to unexpectedly give 3-hydroxy-1, 2, 3, 4- tetrahydro-2-quinolone derivative 4, sometimes in a high ratio with the expected ethyl indole- 2-carboxylate derivatives 3 in a low ratio, depending on the conditions of the catalytic reduction of the intermediate 2-nitrophenylpyruvate 2. This reactivity is characteristic in the preparation of 7-substituted indoles. Key words: Reissert indole synthesis, catalytic ...

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