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Novel ring transformation of quinolines to indole derivatives in two steps

✍ Scribed by Michiharu Sugiura; Natsuyo Yamaguchi; Takafumi Saya; Misato Ito; Koosuke Asai; Isamu Maeba

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
57 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

Dimethyl 1-methoxycarbonyl-1,2-dihydroquinoline-2-phosphonates 1a-f obtained from corresponding quinoline derivatives 2 in one step were ozonized in CHCl 3 and CH 3 COOH. Treatment of the resulting mixture with NaHCO 3 produced the 2-formyl-1-methoxycarbonylindole derivatives 5a-g in high yields. The ring transformation of quinolines 2 to indoles 5 proceeded under mild conditions.

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