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Reaction of 3-iodoindole with 1,4-naphthoquinones

✍ Scribed by Yasuhiro Tanoue; Takashi Teraoka; Norihisa Kai; Takeshi Nagai; Kazutoshi Ushio

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
69 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image The usefulness of 3‐iodoindole available for introduction of an indole unit is presented. The reaction of 3‐iodoindole with 2‐bromo(or methyl)‐1,4‐naphthoquinone in acetic acid gave 2‐bromo(or methyl)‐3‐(3‐indolyl)‐1,4‐naphthoquinone. On the other hand, the reaction of 3‐iodoindole with 2‐bromo‐1,4‐naphthoquinone in the presence of cesium carbonate in acetonitrile produced 2‐(1‐indolyl‐3‐iodo)‐1,4‐naphthoquinone. J. Heterocyclic Chem., (2010).

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Synthesis of 2-(3-indolyl)-1,4-naphthoqu
Synthesis of 2-(3-indolyl)-1,4-naphthoquinones using 3-iodoindoles
✍ Yasuhiro Tanoue; Moritsugu Hamada; Norihisa Kai; Kazunori Sakata; Mamoru Hashimo 📂 Article 📅 2005 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 92 KB

The usefulness of 3-iodoindoles available for introduction of an indole unit is presented. The reaction of various halo-3-iodoindoles with 1,4-naphthoquinone gave the corresponding 2-(3-indolyl)-1,4-naphthoquinones in moderate yields. The 3-iodoindole was used for synthesis of a compound containing