4.4 Article

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

Journal

TETRAHEDRON LETTERS
Volume 66, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2020.152804

Keywords

Phenethylamines; Reference standards; NBOMe; NBOH

Funding

  1. Fundacao de Amparo a Pesquisa do Estado de Minas Gerais (FAPEMIG/Brazil) [RED-0004216]
  2. Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq/Brazil) [429121/2018-0]
  3. Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES/Brazil) [001, 88881.516313/2020-01]
  4. CNPq/Brazil

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An expeditious method for the synthesis of NBOHs and NBOMes from salicylaldehyde and 2-methoxyaldehyde was reported, with overall yields ranging from 7% to 38%. The X-ray structures of the synthesized compounds were determined, showing potential applications in pharmacology and forensics.
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 center dot HCl were also determined. Our approach should provide a general entry for preparing such a class of substances for pharmacological and forensic purposes. (C) 2021 Elsevier Ltd. All rights reserved.

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