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Copper-catalyzed allylic amination of olefins with nitrosoarenes

✍ Scribed by Radhey S Srivastava


Book ID
104253433
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
131 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis


The transition metal catalyzed allylic amination of olefins are studied. A screening of catalysts known for the intermediacy of PhNO in the amination of alkene with phenylhydroxylamine reveals that the hydrated copper salt in conjugation with copper powder as reductant has the best catalytic properties using nitrosobenzene as nitrogen-fragment donor. The catalytic system has been studied for a variety of alkenes. Unsymmetrical alkenes react with high regioselectivity with N-functionalization at the less substituted vinylic carbon.


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## Abstract Photochemical reactions between unfuctionalized olefins and nitroarenes under CO pressure, catalyzed by [Cp\*Fe(CO)~2~]~2~, form the corresponding allyl amines. The use of mechanistic probes containing 2‐nitrobiphenyl, 2,3‐dimethylbutadiene and pentafluoronitrobenzene suggest that neith