1990
DOI: 10.1016/0304-5102(90)85266-k
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Metal carbonyl catalyzed reductive carbonylation of substituted nttrobenzenes in presence of alkenes as solvents

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Cited by 20 publications
(4 citation statements)
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“…Although the method requires the use of a high-pressure apparatus, the reagents are bulk, cheap commercial products that do not need to be purified (although a higher selectivity can be achieved by purifying the olefin), the experimental operations are easy, the selectivity is high (up to 81.9%), and the turnover numbers are higher than those reported for most C−H activation reactions. Only one precedent exists for an analogous reaction also examined in our laboratories, but only trace amounts of allylic amine were obtained in that case, the main products being ureas and anilines. , A preliminary communication on part of the results reported here has been published 1 Synthesis of Allylamines 1 from Commercial Cyclohexene and Different Nitroarenes a entry no.nitroareneligandallylamine select.…”
Section: Introductionmentioning
confidence: 91%
“…Although the method requires the use of a high-pressure apparatus, the reagents are bulk, cheap commercial products that do not need to be purified (although a higher selectivity can be achieved by purifying the olefin), the experimental operations are easy, the selectivity is high (up to 81.9%), and the turnover numbers are higher than those reported for most C−H activation reactions. Only one precedent exists for an analogous reaction also examined in our laboratories, but only trace amounts of allylic amine were obtained in that case, the main products being ureas and anilines. , A preliminary communication on part of the results reported here has been published 1 Synthesis of Allylamines 1 from Commercial Cyclohexene and Different Nitroarenes a entry no.nitroareneligandallylamine select.…”
Section: Introductionmentioning
confidence: 91%
“…Although the method requires the use of a high-pressure apparatus, the reagents are bulk, cheap commercial products which do not need to be purified (although a higher selectivity can be achieved by purifying the olefin), the experimental operation is easy, the selectivity is high (up to 81.9% under unoptimized conditions ), and the turnover numbers are higher than those reported for most C−H activation reactions. Only one precedent exists for an analogous reaction also examined in our laboratories, but only trace amounts of allylic amine were obtained in that case, the main products being ureas and anilines …”
mentioning
confidence: 99%
“…Perhaps the major breakthrough in the last ten years in the field of the synthesis of fine chemicals from nitroarenes is the development of catalytic systems that allow the functionalization of the nitrogen atom by an external molecule [50]. Production of N-phenyl-cyclohex-2-enylamine by reaction of nitrobenzene with cyclohexene under CO pressure, catalyzed by Ru3(CO)12 was first observed in our group in 1990 [51], but only a very low selectivity in the allylic amine was observed, diphenylurea being the dominant product. It was not until 1996 that we found that chelating nitrogen ligands of the Ar-BIAN family where essential ligands for ruthenium in order to obtain high selectivities in the aminated product (Scheme 25, GC yields reported.…”
Section: Inter-molecular Reactions Synthesis Of Allylic Aminesmentioning
confidence: 99%