Regioselective synthesis of 4-acyl-1-hydroxy-2, 3-benzodioates by chelation-controlled [3+ 3] annulation of 3-acyl-4-ethoxy-2-oxo-3-enoates with 1, 3-bis ( …

…, O Fatunsin, RA Khera, C Fischer, P Langer

Index: Riahi, Abdolmajid; Shkoor, Mohanad; Fatunsin, Olumide; Khera, Rasheed Ahmad; Fischer, Christine; Langer, Peter Organic and Biomolecular Chemistry, 2009 , vol. 7, # 20 p. 4248 - 4251

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Citation Number: 10

Abstract

Highly functionalized benzene derivatives, such as hydroxylated benzoates and benzodioates, are of considerable interest as lead structures and synthetic building blocks in medicinal and agricultural chemistry. 1,2 Classical syntheses of such compounds are based on electrophilic substitution and oxidation reactions. Despite their great utility, electrophilic substitutions have several drawbacks (eg, low regioselectivity and low reactivity of electron-poor ...