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Synthesis of 25X-BOMes and 25X-NBOHs (X = H, I, Br) for pharmacological studies and as reference standards for forensic purposes

Wellington Alves de Barros, Marcelo P. Queiroz, L. D. da Silva, Graziele Martins Borges, F. Martins, Ângelo de Fátima

January 11, 2021 DOI: 10.1016/j.tetlet.2020.152804 (opens in new tab)

Study at a glance

AI-extracted from the abstract
Characteristics Theoretical or philosophical paper
Key points Reports a rapid synthesis of three NBOH compounds (9–38% overall yield) from salicylaldehyde and three NBOMe compounds (7–33% overall yield) from 2-methoxyaldehyde, with X-ray structures determined for 25H-, 25I- and 25B-NBOH hydrochloride salts. The authors propose the route as a general entry for preparing such substances for pharmacological and forensic purposes.

Abstract

Abstract An expeditious method is reported for the synthesis of three NBOHs (25H-, 25I- and 25B-NBOH; 9–38% overall yield) and three NBOMes (25H-, 25I- and 25B-NBOMe; 7–33% overall yield) from salicylaldehyde and 2-methoxyaldehyde, respectively. The X-ray structures of 25H-, 25I- and 25B-NBOH.HCl were also determined. Our approach should provide a general entry for preparing such a class of substances for pharmacological and forensic purposes.

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