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

✍ Scribed by Jan Epsztajn; Andrzej Jóźwiak; Paweł Kołuda; Izabela Sadokierska; Ilona D. Wilkowska

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
138 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

AbstractÐThe synthesis of the 2-aryl-3-hydroxyisoindol-1-ones 3 and their successive conversion via the reaction with 1-methoxy-1trimethylsilyloxyethene 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 regiospeci®c transformation of the benzenecarbocylic acids into the corresponding isoindolo[2,1-a]quinoline-5,11-diones 5 is described.

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Application of organolithium and related
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✍ Jan Epsztajn; Andrzej Jóźwiak; Jerzy A. Krysiak 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 628 KB

Dedicated with admiration and a]j'ktion, to Alan R. Katritzky on his 63th birthday Absbod: The synthesis o/the 3-hy~~-3-~ri~l-isotndolin-l-onEs (5) and (6) via metallation (n-BuLt) of the benzanilides (I), and then the reaction of the generated bis lithinted anilides (2) with N,N-dimet&lamides or me