Gold()- and rhodium()-catalyzed formal regiodivergent C-H alkynylation of 1-arylpyrazolones
Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh( iii ) and Au( i ) complexes by using a hypervalent iodine reagent as the alkyne source. Mechanistic studies indicate that the regioselectivity is ascribed to not only the choice of the catalys...
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| Published in | Organic & biomolecular chemistry Vol. 16; no. 16; pp. 286 - 2864 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
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Royal Soc Chemistry
2018
Royal Society of Chemistry |
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| Abstract | Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh(
iii
) and Au(
i
) complexes by using a hypervalent iodine reagent as the alkyne source. Mechanistic studies indicate that the regioselectivity is ascribed to not only the choice of the catalyst but also the nature of the substrate. The substrate scope and functional group compatibility have been fully examined.
A transition-metal-catalyzed formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones is described. |
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| AbstractList | Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh(III) and Au(I) complexes by using a hypervalent iodine reagent as the alkyne source. Mechanistic studies indicate that the regioselectivity is ascribed to not only the choice of the catalyst but also the nature of the substrate. The substrate scope and functional group compatibility have been fully examined. Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh( iii ) and Au( i ) complexes by using a hypervalent iodine reagent as the alkyne source. Mechanistic studies indicate that the regioselectivity is ascribed to not only the choice of the catalyst but also the nature of the substrate. The substrate scope and functional group compatibility have been fully examined. A transition-metal-catalyzed formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones is described. Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh(iii) and Au(i) complexes by using a hypervalent iodine reagent as the alkyne source. Mechanistic studies indicate that the regioselectivity is ascribed to not only the choice of the catalyst but also the nature of the substrate. The substrate scope and functional group compatibility have been fully examined.Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh(iii) and Au(i) complexes by using a hypervalent iodine reagent as the alkyne source. Mechanistic studies indicate that the regioselectivity is ascribed to not only the choice of the catalyst but also the nature of the substrate. The substrate scope and functional group compatibility have been fully examined. Formal regiodivergent C–H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh( iii ) and Au( i ) complexes by using a hypervalent iodine reagent as the alkyne source. Mechanistic studies indicate that the regioselectivity is ascribed to not only the choice of the catalyst but also the nature of the substrate. The substrate scope and functional group compatibility have been fully examined. |
| Author | Zhang, Yao Xia, Lixin Li, Xingwei Wang, Xueli |
| AuthorAffiliation | Chinese Academy of Sciences Liaoning University College of Chemistry Dalian Institute of Chemical Physics |
| AuthorAffiliation_xml | – sequence: 0 name: College of Chemistry – sequence: 0 name: Chinese Academy of Sciences – sequence: 0 name: Liaoning University – sequence: 0 name: Dalian Institute of Chemical Physics |
| Author_xml | – sequence: 1 givenname: Xueli surname: Wang fullname: Wang, Xueli – sequence: 2 givenname: Xingwei surname: Li fullname: Li, Xingwei – sequence: 3 givenname: Yao surname: Zhang fullname: Zhang, Yao – sequence: 4 givenname: Lixin surname: Xia fullname: Xia, Lixin |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/29632922$$D View this record in MEDLINE/PubMed |
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| Keywords | CATALYZED DIRECT ALKYNYLATION DIRECTING GROUPS FUNCTIONALIZATION CHELATION-ASSISTANCE ACTIVATION MILD CONDITIONS RH(III) ARENES DERIVATIVES INDOLES |
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| Snippet | Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh(
iii
) and Au(
i
) complexes by using a hypervalent... Formal regiodivergent C–H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh( iii ) and Au( i ) complexes by using a hypervalent... Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh(III) and Au(I) complexes by using a hypervalent... Formal regiodivergent C-H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh(iii) and Au(i) complexes by using a hypervalent... Formal regiodivergent C–H alkynylation of 1-aryl-5-pyrazolones has been realized under the catalysis of Rh(iii) and Au(i) complexes by using a hypervalent... |
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| SubjectTerms | Alkynes Aromatic compounds Catalysis Chemistry Chemistry, Organic Functional groups Gold Iodine Physical Sciences Pyrazolones Reagents Regioselectivity Rhodium Science & Technology Substrates |
| Title | Gold()- and rhodium()-catalyzed formal regiodivergent C-H alkynylation of 1-arylpyrazolones |
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