Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters

Handle URI:
http://hdl.handle.net/10754/626890
Title:
Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters
Authors:
Yue, Huifeng; Zhu, Chen; Rueping, Magnus ( 0000-0003-4580-5227 )
Abstract:
An unprecedented conversion of methyl esters to stannanes was realized, providing access to a series of arylstannanes via nickel catalysis. Various common esters including ethyl, cyclohexyl, benzyl, and phenyl esters can undergo the newly developed decarbonylative stannylation reaction. The reaction shows broad substrate scope, can differentiate between different types of esters, and if applied in consecutive fashion, allows the transformation of methyl esters into aryl fluorides or biaryls via fluororination or arylation.
KAUST Department:
Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)
Citation:
Yue H, Zhu C, Rueping M (2018) Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters. Organic Letters 20: 385–388. Available: http://dx.doi.org/10.1021/acs.orglett.7b03669.
Publisher:
American Chemical Society (ACS)
Journal:
Organic Letters
Issue Date:
3-Jan-2018
DOI:
10.1021/acs.orglett.7b03669
Type:
Article
ISSN:
1523-7060; 1523-7052
Sponsors:
H.Y. was supported by the China Scholarship Council.
Additional Links:
http://pubs.acs.org/doi/10.1021/acs.orglett.7b03669
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorYue, Huifengen
dc.contributor.authorZhu, Chenen
dc.contributor.authorRueping, Magnusen
dc.date.accessioned2018-01-28T07:22:28Z-
dc.date.available2018-01-28T07:22:28Z-
dc.date.issued2018-01-03en
dc.identifier.citationYue H, Zhu C, Rueping M (2018) Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters. Organic Letters 20: 385–388. Available: http://dx.doi.org/10.1021/acs.orglett.7b03669.en
dc.identifier.issn1523-7060en
dc.identifier.issn1523-7052en
dc.identifier.doi10.1021/acs.orglett.7b03669en
dc.identifier.urihttp://hdl.handle.net/10754/626890-
dc.description.abstractAn unprecedented conversion of methyl esters to stannanes was realized, providing access to a series of arylstannanes via nickel catalysis. Various common esters including ethyl, cyclohexyl, benzyl, and phenyl esters can undergo the newly developed decarbonylative stannylation reaction. The reaction shows broad substrate scope, can differentiate between different types of esters, and if applied in consecutive fashion, allows the transformation of methyl esters into aryl fluorides or biaryls via fluororination or arylation.en
dc.description.sponsorshipH.Y. was supported by the China Scholarship Council.en
dc.publisherAmerican Chemical Society (ACS)en
dc.relation.urlhttp://pubs.acs.org/doi/10.1021/acs.orglett.7b03669en
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/10.1021/acs.orglett.7b03669.en
dc.titleCatalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Estersen
dc.typeArticleen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalOrganic Lettersen
dc.eprint.versionPost-printen
dc.contributor.institutionInstitute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germanyen
kaust.authorRueping, Magnusen
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