Synthetic studies on indoles and related compounds. XXV. The Friedel-Crafts acylation of ethyl 1H-indole-2-carboxylate. (2).

Masanobu Tani, Tsuyoshi Aoki, Sadao ITO, Shigenobu Matsumoto, Mami HIDESHIMA, Kaoru FUKUSHIMA, Ryoichi NOZAWA, Takako MAEDA, M. TASHIRO, Yuusaku Yokoyama,

Chemical and Pharmaceutical Bulletin · 1990 · 22 citations · 0 references

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Abstract

The Friedel-Crafts acylation of ethyl 1H-indole-2-carboxylate (1) with various acylating reagents having a functional group or hetero atom and the acylation of some derivatives (6, 7, 8, and 9) of ethyl 1H-indole-2-carboxylate (1) with simple acylating reagents are described. Acylation occurred at the C3-position or on the benzene moiety (mainly at the C5-position) of the indole nucleus. The regioselectivity of the above acylation of indoles (1, 6, 7, 8, and 9) is discussed.