The reactions of diazo compounds with lactones. Part 2.† The reaction of cyclic 2-diazo-1,3-dicarbonyl compounds with diketene: benzofuran formation
作者： Paul V. Murphy , Timothy J. O’Sullivan , Bryan D. Kennedy , Niall W. A. Geraghty
DOI: 10.1039/B001394N
关键词:
摘要: Cyclic 2-diazo-1,3-dicarbonyl compounds react with diketene in the presence of rhodium(II) salts to give benzofurans as major isolated products. The formation intermediate products exocyclic double bonds which isomerise provides support for proposed mechanism involves initial a dioxaspirooctenone by formal dipolar cycloaddition reaction carbenoid bond followed loss carbon dioxide. Acyclic furans poor yield.
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