Palladium-Catalyzed Synthesis of Aromatic Sultones via Sulfonic Acid Group-Directed C--H Activation
Aromatic sultones could be obtained by the palladium-catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group-directed multiple C--H activations and involves the cleavage of C--H and O--H bonds as well as the formation of C--C and C--...
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| Published in | Chinese journal of chemistry Vol. 30; no. 9; pp. 2041 - 2046 |
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| Main Author | |
| Format | Journal Article |
| Language | English |
| Published |
Weinheim
WILEY-VCH Verlag
01.09.2012
WILEY‐VCH Verlag Wiley |
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| Online Access | Get full text |
| ISSN | 1001-604X 1614-7065 |
| DOI | 10.1002/cjoc.201200667 |
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| Abstract | Aromatic sultones could be obtained by the palladium-catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group-directed multiple C--H activations and involves the cleavage of C--H and O--H bonds as well as the formation of C--C and C--O bonds. Our protocol provides a facile access to aromatic sultones. |
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| AbstractList | Aromatic sultones could be obtained by the palladium‐catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group‐directed multiple CH activations and involves the cleavage of CH and OH bonds as well as the formation of CC and CO bonds. Our protocol provides a facile access to aromatic sultones.
Simple arenes have been successfully utilized in the Pd‐catalyzed CH activation of arylsulfonic acids leading to aromatic sultones. Aromatic sultones could be obtained by the palladium‐catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group‐directed multiple CH activations and involves the cleavage of CH and OH bonds as well as the formation of CC and CO bonds. Our protocol provides a facile access to aromatic sultones. Aromatic sultones could be obtained by the palladium-catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group-directed multiple C--H activations and involves the cleavage of C--H and O--H bonds as well as the formation of C--C and C--O bonds. Our protocol provides a facile access to aromatic sultones. |
| Author | Jiang, Taoshan Li, Fei Cai, Haiting Wang, Guanwu |
| AuthorAffiliation | Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China |
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| Keywords | ROOM-TEMPERATURE sultone ARENES C?H activation ANILIDES H BOND ACTIVATION FUNCTIONALIZATION OLEFINATION palladium N-METHOXYBENZAMIDES arylsulfonic acid ORTHO-ARYLATION SP BENZOIC-ACIDS |
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| Notes | 31-1547/O6 C H activation, palladium, sultone, arylsulfonic acid Aromatic sultones could be obtained by the palladium-catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group-directed multiple C--H activations and involves the cleavage of C--H and O--H bonds as well as the formation of C--C and C--O bonds. Our protocol provides a facile access to aromatic sultones. Li, Fei Jiang, Taoshan Cai, Haiting Wang, Guanwu Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China ark:/67375/WNG-9CB7BHQH-P the National Natural Science Foundation of China - No. 20972145 ArticleID:CJOC201200667 the Key Project of Science and Technology of the Department of Education, Anhui Province, China - No. KJ2010ZD05 istex:C3FAF9A05E9D10A5BC7C20D36B59BB2B18995C73 |
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Activation publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo300126n – year: 2004 ident: 000309400700021.1 publication-title: CrysAlis V1.171 – volume: 12 start-page: 3140 year: 2010 ident: WOS:000279569600007 article-title: Expedient Drug Synthesis and Diversification via ortho-C-H Iodination using Recyclable Pdl(2) as the Precatalyst publication-title: ORGANIC LETTERS doi: 10.1021/ol1010483 |
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| Snippet | Aromatic sultones could be obtained by the palladium-catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through... Aromatic sultones could be obtained by the palladium‐catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through... |
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| StartPage | 2041 |
| SubjectTerms | arylsulfonic acid Chemistry Chemistry, Multidisciplinary CH activation palladium Physical Sciences Science & Technology sultone 催化合成 内酯 激活 环化反应 磺酸基团 芳烃 芳香族 钯催化 |
| Title | Palladium-Catalyzed Synthesis of Aromatic Sultones via Sulfonic Acid Group-Directed C--H Activation |
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