337488-54-7Relevant academic research and scientific papers
A new intramolecular recyclization in water-base cleavage reaction of 2,2-dialkyl-4-hydroxymethylbenz[f]iso indolinium bromides and chlorides
Chukhajian, Emma O.,Gevorkyan, Hasmik R.,Chukhajian, Eliza O.,Shahkhatuni, Knarik G.,Panosyan, Henrik A.,Tamazyan, Rafael A.
, p. 1059 - 1063 (2003)
The water-base cleavage reaction of 2,2-dialkyl-4-hydroxymethylbenz[f]isoindolinium bromides and chlorides (2b-g) and (4a-g) was investigated. It was established that the above-mentioned salts in water-base cleavage reaction undergo intramolecular recyclization. As a result 1,3-dihydro-4-dialkylaminomethyl-naphto[1,2-c]furans (5a-g) are obtained in 62-72% yields. The same products in 65-70% yields may be obtained by step cyclization cleavage reaction of dialkyl-4-hydroxybutyn-2-yl-(3-phenylpropargyl) ammonium salts (1b-g) and (3a-g), as well. The structure of the resulting amines 5a-g are determined and approved by X-ray diffraction, nmr and ir spectroscopic methods.
