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A general method for alkylating 2(5H)-furanones; reduction of products to 3-, 2,3-, and 3,4-substituted furans

✍ Scribed by S.W. Pelletier; Z. Djarmati; S.D. Lajsˇić; I.V. Mic´ovic´; D.T.C. Yang


Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
661 KB
Volume
31
Category
Article
ISSN
0040-4020

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## Abstract 3(2‐pyridinylmethylene)‐5‐aryl‐2(3__H__)‐furanones and 3(3‐pyridinylmethylene)‐5‐aryl‐2(3__H__)‐furanones were prepared as a mixture of (E) and (Z) stereoisomers by condensing pyridine‐2‐carboxaldehyde and pyridine‐3‐carboxaldehyde with 3‐aroylpropionic acids. The reaction of the furano

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## Abstract Benzonitrile oxide cycloadds to the CC bond of substituted 4,5‐dihydro‐3‐methylene‐2(3__H__)‐furanones 1a–1g. Thus, (__E__)‐1a and (__E__)‐1b are converted into the corresponding isoxazolinespirodihydrofuranones (4__RS__,5__RS__)‐2a and (4__RS__,5__RS__)‐2b, and (__E__)‐1c is converted

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Easily available 3,4-dibromo-2(5H)-furanone undergoes a regioselective cross-coupling reaction with alkylboronic acids in the presence of catalytic amounts of PdCl2(MeCN)2 and AsPh3 and a large molar excess of Ag2O to provide the corresponding 4-alkyl-3-bromo-2(5H)-furanones in satisfactory yields.