Novel diazadienes based on 1,3,4-oxadiazines: Ligands in iron carbonyl complexes and substrates in catalytic [2+2+1] cycloaddition reactions

Kaleta, Katharina; Fleischhauer, J.; Görls, Helmar; Beckert, Rainer; Imhof, Wolfgang

doi:10.1016/j.jorganchem.2009.07.024

Cited by 8 publications

(2 citation statements)

References 19 publications

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“…Internal alkenes, methyl acrylate and internal alkynes also were reported to engage in carbonylative cycloaddition with activated imidates to form the spirolactams but in significantly lower yields (not shown). 119 In a follow-up report, similar selectivity was observed using 1,3,4-oxadiazines-based diazadienes (not shown), 120 and the reaction was limited to terminal olefins; no reaction took place with internal olefins or alkynes.…”

Section: Five-membered Ring Formationmentioning

confidence: 99%

Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings

Doerksen

Hodík

et al. 2021

Chem. Rev.

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Ruthenium-catalyzed cycloadditions to form five-, six-, and seven-membered rings are summarized, including applications in natural product total synthesis. Content is organized by ring size and reaction type. Coverage is limited to processes that involve formation of at least one C–C bond. Processes that are stoichiometric in ruthenium or exploit ruthenium as a Lewis acid (without intervention of organometallic intermediates), ring formations that occur through dehydrogenative condensation-reduction, σ-bond activation-initiated annulations that do not result in net reduction of bond multiplicity, and photochemically promoted ruthenium-catalyzed cycloadditions are not covered.

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Section: Five-membered Ring Formationmentioning

confidence: 99%

Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings

Doerksen

Hodík

et al. 2021

Chem. Rev.

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“…Ketimines are another source of the C–N fragment in the three-component process using CO and ethylene and ruthenium carbonyl catalysis to give pyrrolidinones 222 in up to quantitative yields (Scheme 99 ). 13` j k Substituted alkynes were also utilized in this process as a C 2 -fragment source, leading to highly substituted 1,5-dihydro-2 H -pyrrol-2-ones. 13i Thus, it can be assumed that acetylene could also be applied as a C 2 -fragment source in such processes.…”

Section: (2+2+1) Cycloadditionmentioning

confidence: 99%

Acetylene and Ethylene: Universal C2 Molecular Units in Cycloaddition Reactions

et al. 2021

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Eine allgemeine und selektive Eisen‐katalysierte Aminocarbonylierung von Alkinen: Synthese von Acryl‐ und Zimtsäureamiden

et al. 2010

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Effizient und preisgünstig: Die erste allgemeine Methode zur Eisen‐katalysierten Monocarbonylierung von Alkinen wurde entwickelt. Ausgehend von kommerziell erhältlichen Aminen und Alkinen wurde eine Reihe von Zimtsäure‐ und Acrylamiden selektiv in Gegenwart katalytischer Mengen [Fe3(CO)12] und des Liganden L erhalten (siehe Schema). Die Methode ist hoch chemo‐ und regioselektiv und erfordert keinen teuren Katalysator.

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Novel diazadienes based on 1,3,4-oxadiazines: Ligands in iron carbonyl complexes and substrates in catalytic [2+2+1] cycloaddition reactions

Cited by 8 publications

References 19 publications

Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings

Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings

Acetylene and Ethylene: Universal C2 Molecular Units in Cycloaddition Reactions

Eine allgemeine und selektive Eisen‐katalysierte Aminocarbonylierung von Alkinen: Synthese von Acryl‐ und Zimtsäureamiden

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