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Fischer indole synthesis. Direction of cyclization of isopropylmethyl ketone phenylhydrazone

✍ Scribed by Illy, Hugo; Funderburk, Lance

Book ID: 121304942
Publisher: American Chemical Society
Year: 1968
Tongue: English
Weight: 411 KB
Volume: 33
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo01275a066

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Plieninger (1) reported that the phenywdrazone of a-keto-y-butyrolactone (I), when subjected to the conditions appropriate for the Fischer indole synthesis (treatment with hydrogen chloride in glacial acetic acid at 900), rearranged to form a product for which the structure 11 was suggested. The lat