Helvetica Chimica Acta p. 2666 - 2671 (1983)
Update date:2022-08-04
Topics:
Jefford, Charles W.
Johncock, William
The copper-catalyzed pyrolysis of 1-diazo-3-(pyrrol-1-yl)-2-propanone (1a) and 1-diazo-4-(pyrrol-1-yl)-2-butanone (1b) in benzene solution gave 1H-pyrrolizin-2-(3H)-one (4a) and 5,6-dihydroindolizin-7(8H)-one (4b), respectively, in quantative yield.Similar pyrolysis of 1-diazo-4-(3-methylindol-1-yl)-2-butanone (9) was less efficient giving 1-methylbenzo-5,6-dihydroindolizin-7(8H)-one (10) and 4-(3-methylindol-1-yl)-but-1-en-3-one (11) in 7percent and 24percent yield, respectively.
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