title: Blue Light-Promoted Cross-Coupling of α-Diazo Esters with Isocyanides: Synthesis of Ester-Functionalized Ketenimines
metadata.name: dc.contributor.author
metadata.value: Sakharov, Pavel A
metadata.lang: -
metadata.name: dc.contributor.author
metadata.value: Novikov, Mikhail S
metadata.lang: -
metadata.name: dc.contributor.author
metadata.value: Nguyen, Tuan K
metadata.lang: -
metadata.name: dc.contributor.author
metadata.value: Kinzhalov, Mikhail A
metadata.lang: -
metadata.name: dc.contributor.author
metadata.value: Khlebnikov, Alexander F
metadata.lang: -
metadata.name: dc.contributor.author
metadata.value: Rostovskii, Nikolai V
metadata.lang: -
metadata.name: dc.date.accessioned
metadata.value: 2022-10-24T11:22:27Z
metadata.lang: -
metadata.name: dc.date.available
metadata.value: 2022-10-24T11:22:27Z
metadata.lang: -
metadata.name: dc.date.issued
metadata.value: 2022-03-15
metadata.lang: -
metadata.name: dc.identifier
metadata.value: 10.1021/acsomega.2c00367
metadata.lang: -
metadata.name: dc.identifier.issn
metadata.value: 10.1021/acsomega.2c00367
metadata.lang: -
metadata.name: dc.identifier.uri
metadata.value: http://hdl.handle.net/11701/38343
metadata.lang: -
metadata.name: dc.description.abstract
metadata.value: A metal-free scalable synthesis of functionalized ketenimines from alkyl α-(aryl/heteroaryl)-α-diazoacetates and alkyl isocyanides induced by blue light irradiation has been developed. The reaction proceeds at room temperature without any photocatalyst and provides ketenimines in moderate to good yields. Density functional theory (DFT) calculations and the experimental study showed that aryl(alkoxycarbonyl)carbenes in both singlet and triplet states can react with isocyanides but only the reaction of the former leads to the smooth formation of ketenimines. The obtained ketenimines were used for the synthesis of functionalized amidines under mild metal-free conditions.
metadata.lang: en_GB
metadata.name: dc.description.sponsorship
metadata.value: Russian Science Foundation (grant No 19-73-10090)
metadata.lang: en_GB
metadata.name: dc.language.iso
metadata.value: en
metadata.lang: en_GB
metadata.name: dc.publisher
metadata.value: American Chemical Society
metadata.lang: en_GB
metadata.name: dc.title
metadata.value: Blue Light-Promoted Cross-Coupling of α-Diazo Esters with Isocyanides: Synthesis of Ester-Functionalized Ketenimines
metadata.lang: en_GB
metadata.name: dc.type
metadata.value: Article
metadata.lang: en_GB
resources.filename: acsomega.2c00367.pdf
resources.url: https://dspace.spbu.ru/bitstream/11701/38343/1/acsomega.2c00367.pdf
resources.format: Adobe PDF
resources.size: 1,56 MB