Synthesis of 5-methylfuro[3,2-c]quinolin-4(5H)-one via palladium-catalysed cyclisation of N-(2-iodophenyl)-N-methyl-3-furamide

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Lindahl, Karl-Fredrik
Carroll, Anthony
Quinn, Ronald J
Ripper, Justin A
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B. Ganem, E.J. Thomas, J. Wood, Lin Guo Qiang, S.Z. Zard, Y. Yamamoto

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2006
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Abstract

A new synthesis of the furo[3,2-c]quinolin-4(5H)-one heterocycle has been developed using a palladium-catalysed cyclisation of N-(2-iodophenyl)-N-methyl-3-furamide. By varying the catalyst, base and solvent, the yield of the cyclisation was optimised. It was found that the use of palladium oxide with potassium acetate in N,N-dimethylacetamide (DMA) with a small amount of tetrabutylammonium chloride gave the highest yield of 5-methylfuro[3,2-c]quinolin-4(5H)-one (9).

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Tetrahedron Letters

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47

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Medicinal and biomolecular chemistry

Organic chemistry

Biochemistry and cell biology

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