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The catalytic N-alkylation and N-heterocyclization of nitroarenes occur at 180 °C under a carbon monoxide pressure of 70 atm and in the presence of aldehyde and such transitionmetal complexes as rhodium and palladium complexes, thus giving 2,3-dialkyl-substituted quinolines and (dialkylamino)arenes in good yields. The product selectivity depends greatly on the catalysts: a binary catalyst, RhCl(PPh3)3 and PdCl2, is effective for the N-heterocyclization, while [Rh2Cl2(cod)2] is effective for the N-alkylation.

desilylating agents gave mixtures of products of transannular cyclization (and protodesilylation) which, being all known compounds, could be identified and determined by quantitative 13C NMR without separation. At lower temperatures (Table II, runs 6-9) a new product was formed, 11, which was isolated from run 7 by chromatography (silica gel, ether) as the first eluted material; cryst hexane-benzene (80 mg, 33%), mp 110-111 °C. 13C NMR:

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