Cobalt-Catalyzed Carbonylation of C(sp2)–H Bonds with Azodicarboxylate as the Carbonyl Source
A novel and efficient approach for the C(sp2)–H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)2·4H2O as the catalyst and the commercially available and easily handling azodicarboxylates as the nontoxic carbonyl source. A broad range of substrates bearing d...
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| Published in | Organic letters Vol. 18; no. 22; pp. 5960 - 5963 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
18.11.2016
Amer Chemical Soc |
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| Online Access | Get full text |
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| Abstract | A novel and efficient approach for the C(sp2)–H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)2·4H2O as the catalyst and the commercially available and easily handling azodicarboxylates as the nontoxic carbonyl source. A broad range of substrates bearing diverse functional groups were tolerated. This is the first example where cobalt-catalyzed C(sp2)–H bond carbonylation occurs with azodicarboxylate as the carbonyl source. |
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| AbstractList | A novel and efficient approach for the C(sp2)–H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)2·4H2O as the catalyst and the commercially available and easily handling azodicarboxylates as the nontoxic carbonyl source. A broad range of substrates bearing diverse functional groups were tolerated. This is the first example where cobalt-catalyzed C(sp2)–H bond carbonylation occurs with azodicarboxylate as the carbonyl source. A novel and efficient approach for the C(sp(2))-H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)(2).4H(2)O as the catalyst and the commercially available and easily handling azodicarboxylates as the nontoxic carbonyl source. A broad range of substrates bearing diverse functional groups were tolerated. This is the first example where cobalt-catalyzed C(sp(2))-H bond carbonylation occurs with azodicarboxylate as the carbonyl source. A novel and efficient approach for the C(sp²)–H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)₂·4H₂O as the catalyst and the commercially available and easily handling azodicarboxylates as the nontoxic carbonyl source. A broad range of substrates bearing diverse functional groups were tolerated. This is the first example where cobalt-catalyzed C(sp²)–H bond carbonylation occurs with azodicarboxylate as the carbonyl source. A novel and efficient approach for the C(sp2)-H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)2·4H2O as the catalyst and the commercially available and easily handling azodicarboxylates as the nontoxic carbonyl source. A broad range of substrates bearing diverse functional groups were tolerated. This is the first example where cobalt-catalyzed C(sp2)-H bond carbonylation occurs with azodicarboxylate as the carbonyl source.A novel and efficient approach for the C(sp2)-H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)2·4H2O as the catalyst and the commercially available and easily handling azodicarboxylates as the nontoxic carbonyl source. A broad range of substrates bearing diverse functional groups were tolerated. This is the first example where cobalt-catalyzed C(sp2)-H bond carbonylation occurs with azodicarboxylate as the carbonyl source. A novel and efficient approach for the C(sp )-H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc) ·4H O as the catalyst and the commercially available and easily handling azodicarboxylates as the nontoxic carbonyl source. A broad range of substrates bearing diverse functional groups were tolerated. This is the first example where cobalt-catalyzed C(sp )-H bond carbonylation occurs with azodicarboxylate as the carbonyl source. |
| Author | Fan, Zhoulong Zhang, Ao Ni, Jiabin Li, Jie |
| AuthorAffiliation | Chinese Academy of Sciences CAS Key Laboratory of Receptor Research, and Synthetic Organic & Medicinal Chemistry Laboratory (SOMCL), Shanghai Institute of Materia Medica (SIMM) ShanghaiTech University University of Chinese Academy of Sciences |
| AuthorAffiliation_xml | – name: CAS Key Laboratory of Receptor Research, and Synthetic Organic & Medicinal Chemistry Laboratory (SOMCL), Shanghai Institute of Materia Medica (SIMM) – name: University of Chinese Academy of Sciences – name: Chinese Academy of Sciences – name: ShanghaiTech University |
| Author_xml | – sequence: 1 givenname: Jiabin surname: Ni fullname: Ni, Jiabin – sequence: 2 givenname: Jie surname: Li fullname: Li, Jie – sequence: 3 givenname: Zhoulong surname: Fan fullname: Fan, Zhoulong – sequence: 4 givenname: Ao orcidid: 0000-0001-7205-9202 surname: Zhang fullname: Zhang, Ao email: aozhang@simm.ac.cn |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/27934491$$D View this record in MEDLINE/PubMed |
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| Keywords | FUNCTIONALIZATION ACTIVATION AMINATION C-H BOND ANNULATION ARENES TERMINAL ALKYNES ETHOXYCARBONYLATION ACCESS AMIDES |
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| Snippet | A novel and efficient approach for the C(sp2)–H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)2·4H2O as the... A novel and efficient approach for the C(sp(2))-H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)(2).4H(2)O as the... A novel and efficient approach for the C(sp )-H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc) ·4H O as the catalyst... A novel and efficient approach for the C(sp2)-H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)2·4H2O as the catalyst... A novel and efficient approach for the C(sp²)–H bond carbonylation of benzamides has been developed using stable and inexpensive Co(OAc)₂·4H₂O as the catalyst... |
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| SubjectTerms | benzamides catalysts chemical reactions Chemistry Chemistry, Organic cobalt moieties Physical Sciences Science & Technology |
| Title | Cobalt-Catalyzed Carbonylation of C(sp2)–H Bonds with Azodicarboxylate as the Carbonyl Source |
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