ChemInform Abstract: Studies in Sigmatropic Rearrangement: Synthesis of a [6,6]Pyranothiopyran Ring System by Sequential Claisen Rearrangement and Pyridine Hydrotribromide Mediated Regioselective '6-Endo' Cyclization

Autor:	Krishna C. Majumdar, U. K. Kundu, Subhojit Ghosh
Rok vydání:	2010
Předmět:	Claisen rearrangement chemistry.chemical_compound chemistry Chlorobenzene Stereochemistry Yield (chemistry) Pyridine Regioselectivity General Medicine Sigmatropic reaction Ring (chemistry) Carroll rearrangement
Zdroj:	ChemInform. 33
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200248146
Popis:	[reaction: see text] 4-(4'-Aryloxybut-2'-ynylthio)[1]benzopyran-2-ones are refluxed in chlorobenzene to afford 4-aryloxymethylthiopyrano[3,2-c][1]benzopyran-5(2H)-ones which are subsequently subjected to heating in o-dichlorobenzene in the presence of N,N-diethylaniline and then treated with pyridine hydrotribromide to give [6,6]pyranothiopyrans in almost quantitative yield.
Databáze:	OpenAIRE
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