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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Abstract 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.
AbstractList 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.
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.
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.
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.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.
A double-functionalization reaction of alkenes through Mn(OAc) -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.
Author Zhang, Pei-Zhi
Zou, Jian-Ping
Zhang, Ling
Li, Jian-An
Zhang, Wei
Shoberu, Adedamola
AuthorAffiliation Department of Chemistry
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering
Soochow University
University of Massachusetts
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BackLink https://www.ncbi.nlm.nih.gov/pubmed/28968118$$D View this record in MEDLINE/PubMed
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Keywords C-P BOND
PHOSPHORUS-CENTERED RADICALS
CROSS-COUPLING REACTIONS
FACILE SYNTHESIS
CARBON BOND
LIGANDS
OXYPHOSPHORYLATION
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SSID ssj0011529
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Snippet A double-functionalization reaction of alkenes through Mn­(OAc)3-mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation is introduced. This...
A double-functionalization reaction of alkenes through Mn-(OAc)(3)-mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation is introduced....
A double-functionalization reaction of alkenes through Mn(OAc) -mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation is introduced. This...
A double-functionalization reaction of alkenes through Mn(OAc)3-mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation is introduced. This...
A double-functionalization reaction of alkenes through Mn(OAc)₃-mediated phosphinoyl radical addition followed by CuCN-catalyzed cyanation is introduced. This...
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SubjectTerms alkenes
chemical reactions
chemical structure
Chemistry
Chemistry, Organic
manganese
Physical Sciences
Science & Technology
Title Phosphinoyl Radical Initiated Vicinal Cyanophosphinoylation of Alkenes
URI http://dx.doi.org/10.1021/acs.orglett.7b02621
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https://www.ncbi.nlm.nih.gov/pubmed/28968118
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