SELECTIVITY IN THE ALIPHATIC PALLADATION OF KETONE HYDRAZONES - AN EXAMPLE OF PALLADIUM-PROMOTED INTRAMOLECULAR ADDITION OF A N,N-DIMETHYLHYDRAZONE TO AN ALKENE
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作者:
CARDENAS, DJ
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UNIV AUTONOMA MADRID, DEPT QUIM ORGAN, E-28049 MADRID, SPAINUNIV AUTONOMA MADRID, DEPT QUIM ORGAN, E-28049 MADRID, SPAIN
CARDENAS, DJ
[1
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ECHAVARREN, AM
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UNIV AUTONOMA MADRID, DEPT QUIM ORGAN, E-28049 MADRID, SPAINUNIV AUTONOMA MADRID, DEPT QUIM ORGAN, E-28049 MADRID, SPAIN
ECHAVARREN, AM
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[1] UNIV AUTONOMA MADRID, DEPT QUIM ORGAN, E-28049 MADRID, SPAIN
The efficacy of the aliphatic palladation reaction diminishes with the nucleophilicity of the hydrazone imino nitrogen; no benzylic or allylic C-H activation was observed. A gamma,delta-unsaturated dimethylhydrazone reacts with Pd(PPh(3))(2)Cl-2 to yield a palladacycle resulting from the addition of the imino group to a (eta(2)-alkene) palladium complex.