Nitration of 3-Acylindoles in the Presence of Metal MeCN Solvates and Synthesis of the Antibiotic Alkaloid Chuangxinmycin

MASAYUKI MURASE; TAKESHI KOIKE; YUKARI MORIYA; SEISHO TOBINAGA

doi:10.1248/cpb.35.2656

MASAYUKI MURASE, TAKESHI KOIKE, YUKARI MORIYA, SEISHO TOBINAGA

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Keywords: nitration, 3-acylindole, metal MeCN solvate, 3-acetyl-4-nitroindole, synthesis, chuangxinmycin

JOURNAL FREE ACCESS

1987 Volume 35 Issue 7 Pages 2656-2660

DOI https://doi.org/10.1248/cpb.35.2656

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Abstract

Nitration of 3-acylindoles in the presence of MeCN solvates of Cu²⁺, Al³⁺, and Fe²⁺ salts yielded 3-nitroindole, 4-nitro-and 6-nitro-3-acylindoles, of which 3-acetyl-4-nitroindole was subsequently transformed into dehydrochuangxinmycin (7), the dehydro derivative of the antibiotic alkaloid chuangxinmycin (2).

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