Tetrahedron

Application of Organolithium and Related Reagents in Synthesis. Part 23: Synthetic Strategies Based on ortho-Aromatic Metallation. Synthesis of 4b-Arylisoindolo [2, 1 …

…, A Jóźwiak, P Kołuda, I Sadokierska, ID Wilkowska

Index: Epsztajn, Jan; Jozwiak, Andrzej; Koluda, Pawel; Sadokierska, Izabela; Wilkowska, Ilona D. Tetrahedron, 2000 , vol. 56, # 27 p. 4837 - 4844

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Citation Number: 26

Abstract

The synthesis of the 2-aryl-3-hydroxyisoindol-1-ones 3 and their successive conversion via the reaction with 1-methoxy-1-trimethylsilyloxyethene in the presence of titanium (IV) chloride into 3-carboxymethylphthalimides 7 and subsequent cyclization via sequential treatment with oxalyl chloride and aluminium chloride as a way of regiospecific transformation of the benzenecarbocylic acids into the corresponding isoindolo [2, 1-a] ...