1,3-Dipolar cycloaddition reactions of phthalic anhydrides with an azomethine ylide??
Organic Chemistry Frontiers Pub Date: 2015-04-13 DOI: 10.1039/C5QO00062A
Abstract
A series of phthalic anhydrides underwent a 1,3-dipolar cycloaddition reaction with N-benzylazomethine ylide, formed in situ from N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine and a catalytic amount of trifluoroacetic acid, to produce unstable spiro(isobenzofuran-1,5′-oxazolidin)-3-ones. The spiro-fused oxazolidines were reduced with sodium borohydride to afford 1(3H)-isobenzofuranones, which were generally isolated in moderate to high overall yields.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4