The Synthesis of Methoxymethyl Derivatives of Boldine: Versatile Protected Precursors of Substituted Boldine Derivatives

Autor:	Marcelo Asencio, Franz A. Thomet, Maritza E. Sanguinetti, Patricio G. Reveco
Rok vydání:	2005
Předmět:	chemistry.chemical_compound Electrophilic substitution chemistry Organic Chemistry Boldine Organic chemistry General Medicine Electrophilic aromatic substitution
Zdroj:	Synthetic Communications. 35:341-347
ISSN:	1532-2432 0039-7911
DOI:	10.1081/scc-200048909
Popis:	Two new versatile protected precursors of substituted boldine (1) derivatives have been synthesized, isolated, and fully characterized: 9‐O‐methoxymethylboldine (5) and 2,9‐O,O′‐dimethoxymethylboldine (6). There was no evidence of the presence of 2‐O‐methoxymethylboldine (7) in the reaction mixture. These compounds are expected to exhibit an ortho‐directing capacity for further aromatic substitution, which constitutes an attractive alternative to the electrophilic substitution of unprotected boldine, as the methoxymethyl group can be easily removed under mild conditions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::179538d98ef04fef0790f1e2c0022da6 https://doi.org/10.1081/scc-200048909 Zobrazit plný text záznamu