ChemInform Abstract: An α-Aminomethyl Carbanion Equivalent via a Novel Barbier Reaction: (1H-Naphtho[1,8-de]-1,2,3-triazin-2-yl)methyl Anion

Autor: Sosale Chandrasekhar, Malayalam Sridhar
Rok vydání: 2010
Předmět:
Zdroj: ChemInform. 31
ISSN: 1522-2667
0931-7597
DOI: 10.1002/chin.200036077
Popis: A novel sonication-promoted Barbier reaction putatively generated the titled species from the corresponding naphthotriazinylmethyl chloride and magnesium in THF: its formal addition to a variety of carbonyl compounds in situ, occurred in excellent yields. Subsequent catalytic hydrogenolysis of the triazine moiety demasked the amine, thus defining a route to various phenylethylamines (including the alkaloid ‘mescaline’), or ethanolamines (in two cases), in excellent overall yields.
Databáze: OpenAIRE