Nucleophilic annulations of aromatics. Novel route to benzo-fused ring systems via oxazoline activation

AI Meyers, M Reuman, RA Gabel

Index: Meyers, A. I.; Reuman, Michael; Gabel, Richard A. Journal of Organic Chemistry, 1981 , vol. 46, # 4 p. 783 - 788

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Citation Number: 34

Abstract

Methyl o-Allylaalicylate (4). A mixture of 252 g (1.65 mol) methyl salicylate, 840 mL of acetone, 227 g (1.64 mol) of potassium carbonate and 142 mL (1.64 mol) of allyl bromide was heated to reflux for 10 h. NMR analysis indicated that the reaction had ceased at 60%. An additional 142 mL of allyl bromide and 114