Tetrahedron

Aryl-and alkynyltri-isopropoxytitanium reagents in regioselective carbon-carbon bond formation in azines

LL Gundersen, F Rise, K Undheim

Index: Gundersen, Lise-Lotte; Rise, Frode; Undheim, Kjell Tetrahedron, 1992 , vol. 48, # 27 p. 5647 - 5656

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Citation Number: 24

Abstract

Regioselective arylation in the 4-position in pyridines results from 1: 1-adduct formation between an aryltriisopropoxytitanium reagent and N-isobutyloxycarbonyl-or an N- silyloxymethyl-3-cyanopyridinium salt after successive DDQ dehydrogenation and cleavage of the 1-substituent. Complete regioselectivity for new C C bond formation in the 4-position results in the adduct formation between aryl-and phenylethynyltri-isopropoxytitanium ...