Tetrahedron letters

Zinc-mediated intramolecular acyl and imino transfer reactions of aryl iodides

LT Boulton, ME Fox, PB Hodgson, IC Lennon

Index: Boulton, Lee T.; Fox, Martin E.; Hodgson, Paul B.; Lennon, Ian C. Tetrahedron Letters, 2005 , vol. 46, # 6 p. 983 - 986

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Citation Number: 10

Abstract

A method for the coupling of acyl and imino substituents to the sterically encumbered 5- position of a 4-aminoquinazoline was developed. Starting with a 4-amino-5- iodoquinazoline, the method employs a facile intramolecular zinc-mediated transfer from the 4-amino group to the iodo-bearing carbon. The method was found to be effective for a variety of substituents, in particular a pyridyl group required for the synthesis of Pfizer's ...