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Competitive intramolecular carbenoid reactions of pyrrole derivatives

✍ Scribed by Charles W. Jefford; Alexander Zaslona

Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 237 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)95118-9

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✦ Synopsis

Rhodium(I1) acetate-catalyzed decomposition cf l-diazo-3-phenyl-4-(pyrrol-l-yl)butan-2-one and its p-methoxy derivative resulted in their intramolecular cyclization to form the &phenyl-5,6-dihydroindolizin-7(8H)-ones and 1-(pyrrol-I-yllmethylindan-3-ones as major and minor products respectively in high yields (77-89%). The p-nitrophenyldiazo compound cyclized exclusively to the 5,6-dihydroindolizin-7(8H)-one in 76% yield.

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