Journal of fluorine chemistry

Syntheses of 7-fluoro-and 6, 7-difluoroserotonin and 7-fluoro-and 6, 7-difluoromelatonin

J Heredia-Moya, Y Hayakawa, KL Kirk

Index: Heredia-Moya, Jorge; Hayakawa, Yoshio; Kirk, Kenneth L. Journal of Fluorine Chemistry, 2006 , vol. 127, # 9 p. 1256 - 1260

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Citation Number: 4

Abstract

The Abramovitch adaption of the Fischer indole synthesis gave low yields of 7-fluoro-5- methoxytryptamine due in part to decomposition during the required decarboxylation step. Therefore, 7-fluoro-and 6, 7-difluoro-5-methoxytryptamines were prepared by reaction of aminobutyraldehyde (generated in situ from the diethyl acetal) with 2-fluoro-and 2, 3-difluoro- 4-methoxyphenylhydrazine, and the products converted to the corresponding serotonins. ...