Chemical Communications

An expedient synthesis of homophthalimides

B Quiclet-Sire, SZ Zard

Index: Quiclet-Sire, Beatrice; Zard, Samir Z. Chemical Communications, 2002 , # 20 p. 2306 - 2307

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Citation Number: 14

Abstract

Our approach is delineated in Scheme 2 and relies on a versatile radical chemistry of xanthates we have developed over the past few years. 5 The key aspect is the degeneracy of the reaction of radical 5 with its xanthate precursor 3. This reactive intermediate is therefore not irreversibly consumed and acquires a comparatively long lifetime, allowing it to overcome both the rotational barrier of the amide linkage (equilibrium between 5a and 5b) and the quite slow ...