Tetrahedron

A concise synthesis of 3, 4-fused spiro [isobenzofuran-3-ones], spiro [furo [3, 4-b] pyridin-5 (7H)-ones], 3-aryl-, and alkylphthalides

JT Kuethe, KM Maloney

Index: Kuethe, Jeffrey T.; Maloney, Kevin M. Tetrahedron, 2013 , vol. 69, # 25 p. 5248 - 5258

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Citation Number: 8

Abstract

A synthetically useful protocol has been developed for the preparation of highly functionalized 3, 4-fused spiro [isobenzofuran-3-ones], spiro [furo [3, 4-b] pyridin-5 (7H)- ones], 3-aryl-, and alkylphthalides. Reaction of 2-iodobenzoate esters and 2-iodopyridine carboxylate esters with i-PrMgCl· LiCl in the presence of cyclic ketones under standard Barbier reaction conditions affords 3, 4-fused spiro [isobenzofuran-3-ones] and spiro [furo ...