- Synthesis of 3-aryl-2-arylamidobenzofurans based on the curtius rearrangement
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The synthesis of novel 3-aryl-2-arylamidobenzofurans has been accomplished via a Curtius rearrangement strategy in four steps from benzofuran-2-carboxylic acids. The requisite Suzuki-Miyaura cross-coupling, with benzyl 3-bromobenzofuran-2-ylcarbamate or 2
- Carrer, Amandine,Florent, Jean-Claude,Auvrouin, Emilie,Rousselle, Patricia,Bertounesque, Emmanuel
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p. 2502 - 2520
(2011/06/24)
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- One-pot curtius rearrangement processes from carboxylic acids
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An efficient and practical synthesis of amine derivatives from carboxylic acids is described using new one-pot Curtius rearrangement processes. The preparation of carbamate-protected amines and anilines, as well as ureas was achieved in good to excellent yields on a multigram scale. Georg Thieme Verlag Stuttgart.
- Leogane, Olivier,Lebel, Helene
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scheme or table
p. 1935 - 1940
(2009/12/29)
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- Curtius rearrangement of aromatic carboxylic acids to access protected anilines and aromatic ureas
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(Diagram presented) The reaction of a chloroformate or di-tert-butyl dicarbonate and sodium azide with an aromatic carboxylic acid produces the corresponding acyl azide, presumably through the formation of an azidoformate. The acyl azide undergoes a Curtius rearrangement to form an isocyanate derivative which is trapped either by an alkoxide or by an amine to form the aromatic carbamate or urea. The reaction conditions are compatible with a variety of functional groups and allow the synthesis of a number of aniline derivatives containing alkyl, halide, nitro, ketone, ether, and thioether substituents.
- Lebel, Helene,Leogane, Olivier
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p. 5717 - 5720
(2007/10/03)
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