Cleavage of 2-(1,2,3,4-tetrahydroisoquinolin-1-yl)-2-phenyl-1,3-dithianes with HgO/BF3

Autor:	Wolfgang Wiegrebe, E. Grün
Rok vydání:	1997
Předmět:	Benzaldehyde chemistry.chemical_compound chemistry Yield (chemistry) General Chemistry Benzil Cleavage (embryo) Medicinal chemistry
Zdroj:	Monatshefte f�r Chemie Chemical Monthly. 128:1033-1049
ISSN:	1434-4475 0026-9247
DOI:	10.1007/bf00806969
Popis:	The title compounds (5) were prepared by addition of 2-phenyl-1,3-dithiane anion (2-lithiated10) to adequately substituted N-alkyl-3,4-dihydroisoquinolinium salts (7a–7g). Cleavage of compounds5 with HgO/BF3 affords S-benzoyl-1,3-propanedithiol (4a) and the corresponding disulfide4c, benzaldehyde, and Hg(I) ions. In contrast to the title compounds, 2-(α-dialkylaminobenzyl)-2-phenyl-1,3-dithianes (6) yield benzil under these conditions.
Databáze:	OpenAIRE
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