TBAI-catalyzed oxidative C-H functionalization: a new route to benzo[]phosphole oxides

The first metal-free, efficient TBAI-catalyzed radical addition/cyclization of diaryl(arylethynyl)phosphine oxides with toluene derivatives has been developed, affording a general, one-step approach to structurally sophisticated benzo[ b ]phosphole oxides via sequential C-H functionalization along w...

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Published inChemical communications (Cambridge, England) Vol. 52; no. 13; pp. 2815 - 2818
Main Authors Zhang, Yun, Hu, Gaobo, Ma, Dumei, Xu, Pengxiang, Gao, Yuxing, Zhao, Yufen
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2016
Subjects
Carbon-carbon composites
carbon-hydrogen bond activation
chemical bonding
Chemical bonds
chemical reactions
Chemistry
Chemistry, Multidisciplinary
Derivatives
Formations
Oxides
phosphine
Physical Sciences
Radicals
Science & Technology
Toluene
ALKYNYLPHOSPHONATES
MEDIATED CYCLIZATION
BENZAMIDES
ANNULATION
ACIDS
BOND FUNCTIONALIZATION
SYSTEMS
PHOSPHINE OXIDES
METAL-FREE
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Summary:The first metal-free, efficient TBAI-catalyzed radical addition/cyclization of diaryl(arylethynyl)phosphine oxides with toluene derivatives has been developed, affording a general, one-step approach to structurally sophisticated benzo[ b ]phosphole oxides via sequential C-H functionalization along with the formation of two new C-C bonds. The first metal-free, efficient TBAI-catalyzed radical addition/cyclization of diaryl(arylethynyl)phosphine oxides with toluene derivatives has been developed, affording a general, one-step approach to structurally sophisticated benzo[ b ]phosphole oxides via sequential C-H functionalization along with the formation of two new C-C bonds.
Bibliography:10.1039/c5cc09263a
Electronic supplementary information (ESI) available: General information, experimental procedures, copies of NMR spectra for products. See DOI
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/c5cc09263a