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Hemetsberger indole synthesis
The Hemetsberger indole synthesis (also called the Hemetsberger-Knittel synthesis) is a chemical reaction that thermally decomposes a 3-aryl-2-azido-propenoic ester into an indole-2-carboxylic ester.
Additional recommended knowledge
Yields are typically above 70%. However, this is not a popular reaction, due to the lack of stability and difficulty in synthesizing the starting material.
The mechanism is unknown. However, aziridine intermediates have been isolated. The mechanism is postulated to proceed via a nitrene intermediate.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Hemetsberger_indole_synthesis". A list of authors is available in Wikipedia.|