2003
DOI: 10.1246/cl.2003.154
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Rhodium-Catalyzed Intramolecular Aminocarbonylation of Aryl Halides Using Aldehydes as a Source of Carbon Monoxide

Abstract: The reaction of N-Ts-(2-bromophenyl)alkylamines with aldehydes in the presence of a catalytic amount of a rhodium complex results in the intramolecular aminocarbonylation of the aryl halides to give five-, six-, and seven-membered benzolactams.

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Cited by 50 publications
(14 citation statements)
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“…Other syntheses of the complex compounds utilizing the PFBA were also published (Scheme 79 [569,[621][622][623][624][625][626][627][628][629][630][631][632][633][634][635][636]). Some of these compounds have catalytic action [632][633][634][635].…”
Section: Cyclization Reactions Of Pentafluorobenzaldehyde Utilizing Tmentioning
confidence: 99%
“…Other syntheses of the complex compounds utilizing the PFBA were also published (Scheme 79 [569,[621][622][623][624][625][626][627][628][629][630][631][632][633][634][635][636]). Some of these compounds have catalytic action [632][633][634][635].…”
Section: Cyclization Reactions Of Pentafluorobenzaldehyde Utilizing Tmentioning
confidence: 99%
“…Außer für Pauson-Khand-Reaktionen wurden Aldehyde als CO-Quellen auch für die intramolekulare Aminocarbonylierung von Arylhalogeniden genutzt (Schema 23). [27] Formaldehyd kann bezüglich seiner Zusammensetzung als Analogon von Synthesegas (CO/H 2 ) aufgefasst werden. Tatsächlich addiert Formaldehyd in Gegenwart des Rhodiumkatalysators [RhH 2 (O 2 COH)(PiPr 3 ) 2 ] an Alkene, wobei in moderaten Ausbeuten Hydroformylierungsprodukte entstehen (Schema 24).…”
Section: Aldehydeunclassified
“…Carbon monoxide, instead of alkynes and allenes, also participates in the insertion into the C-M bond, leading to the framework of lactones and lactams (Scheme 119) [246][247][248]13].…”
Section: Introductionmentioning
confidence: 99%