Tetrahedron letters

Competitive intramolecular carbenoid reactions of pyrrole derivatives

CW Jefford, A Zaslona

Index: Jefford, Charles W.; Zaslona, Alexander Tetrahedron Letters, 1985 , vol. 26, # 49 p. 6035 - 6038

Full Text: HTML

Citation Number: 23

Abstract

Abstract Rhodium (II) acetate-catalyzed decomposition of 1-diazo-3-phenyl-4-(pyrrol-1-yl)- butan-2-one and its p-methoxy derivative resulted in their intramolecular cyclization to form the 6-phenyl-5, 6-dihydroindolizin-7 (8H)-ones and 1-(pyrrol-1-yl) methylindan-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.