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Letter

An Efficient and Simple Aminobenzannulation Reaction: Pyrrolidine as a Trigger for the Synthesis of 1-Amino-acridines

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Philippe Belmont* and Tahar Belhadj

Universit Claude Bernard, Lyon I, UMR CNRS 5181, Mthodologie de Synthse et Molcules Bioactives, Btiment CPE, 43 boulevard du 11 Novembre 1918, 69622 Villeurbanne Cedex, France

Org. Lett., 2005, 7 (9), pp 1793–1795

DOI: 10.1021/ol050380z

Publication Date (Web): April 7, 2005

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, belmont@cpe.fr

Abstract

A new aminobenzannulation methodology has been developed and applied successfully to the synthesis of 1-amino-acridines. The key and last step goes through an enamine intermediate that was detected in some cases. When pyrrolidine and powdered 4 Å molecular sieves were used, the enamine synthesis and the aminobenzannulation step took place subsequently, whereas for other secondary amines, neutral Al₂O₃ or PtCl₂ catalysis was necessary.

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Published In Issue April 28, 2005
Received February 22, 2005

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Letter

An Efficient and Simple Aminobenzannulation Reaction: Pyrrolidine as a Trigger for the Synthesis of 1-Amino-acridines

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Rapid Access to Amino-Substituted Quinoline, (Di)Benzofuran, and Carbazole Heterocycles through an Aminobenzannulation Reaction

Pt(II) or Ag(I) Salt Catalyzed Cycloisomerizations and Tandem Cycloadditions Forming Functionalized Azacyclic Arrays

Palladium-Catalyzed Sequential Arylation and Allylic Alkylation of Highly Functionalized Ketones: A Concise Synthesis of Mesembrine

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