Organic Syntheses 2014
DOI: 10.1002/0471264229.os091.24
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Indium‐Catalyzed Heteroaryl–Heteroaryl Bond Formation through Nucleophilic Aromatic Substitution: Preparation of 2‐Methyl‐3‐(thien‐2‐yl)‐1 H ‐indole

Abstract: The article describes the synthesis of 2‐methyl‐3‐(thien‐2‐yl)‐1 H ‐indole on a 0.25 mmol scale carried out with 2‐methyl‐1H‐indole and 2‐methoxythiophene in a 1.3:1 molar ratio. The desired product is isolated as a pure form by column chromatography on silica gel. In order to obtain the pure product in such a large‐scale synthesis, the use of a slight excess molar amount of not 2‐methyl‐1H‐indole but 2‐methoxythiophene is important.

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