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Isoquinolinium diethoxycarbonylmethylide reacts with aldehydes and ketones in the presence of primary and secondary amines to yield 1- and 2-alkylbenzo[g]-indolizines, thought to result from cycloaddition to the intermediate enamines; some ketones also yield 1-alkyl-2,3-diethoxycarbonylbenzo[g]indolizines, resulting from 1,2 ester shifts of the initial adducts.
N. S. Basketter and A. O. Plunkett, J. Chem. Soc., Chem. Commun., 1973, 188b DOI: 10.1039/C3973000188B
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