Phosphinoyl Radical Initiated Vicinal Cyanophosphinoylation of Alkenes

A double-functionalization reaction of alkenes through Mn­(OAc)3-mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation is introduced. This one-pot reaction is performed under mild conditions to afford vicinal cyanophosphinoylation products.

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Bibliographic Details
Published inOrganic letters Vol. 19; no. 20; pp. 5537 - 5540
Main Authors Zhang, Pei-Zhi, Zhang, Ling, Li, Jian-An, Shoberu, Adedamola, Zou, Jian-Ping, Zhang, Wei
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.10.2017
Amer Chemical Soc
Subjects
alkenes
chemical reactions
chemical structure
Chemistry
Chemistry, Organic
manganese
Physical Sciences
Science & Technology
C-P BOND
PHOSPHORUS-CENTERED RADICALS
CROSS-COUPLING REACTIONS
FACILE SYNTHESIS
CARBON BOND
LIGANDS
OXYPHOSPHORYLATION
BETA-HYDROXYPHOSPHONATES
ALKYNES
UNACTIVATED ALKENES
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Summary:A double-functionalization reaction of alkenes through Mn­(OAc)3-mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation is introduced. This one-pot reaction is performed under mild conditions to afford vicinal cyanophosphinoylation products.
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content type line 23
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.7b02621