Difluoromethylthiolation of Phenols and Related Compounds with a HF 2 CSO 2 Na/Ph 2 PCl/Me 3 SiCl System
A novel HF CSO Na/Ph PCl/Me SiCl system is disclosed for the late-stage direct difluoromethylthiolation of C and C nucleophiles. Difluoromethylthiolation of phenols and naphthols proceeded nicely under this system to regioselectively provide corresponding SCF H compounds in good yields. Other substr...
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Published in | Organic letters Vol. 19; no. 4; pp. 934 - 937 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
United States
17.02.2017
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Abstract | A novel HF
CSO
Na/Ph
PCl/Me
SiCl system is disclosed for the late-stage direct difluoromethylthiolation of C
and C
nucleophiles. Difluoromethylthiolation of phenols and naphthols proceeded nicely under this system to regioselectively provide corresponding SCF
H compounds in good yields. Other substrates such as indoles, pyrroles, pyrazoles, enamines, ketones, and β-keto esters were also transformed to corresponding SCF
H products in good yields. The late-stage direct difluoromethylthiolation of a number of natural products and pharmaceutically attractive molecules was also achieved. |
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AbstractList | A novel HF
CSO
Na/Ph
PCl/Me
SiCl system is disclosed for the late-stage direct difluoromethylthiolation of C
and C
nucleophiles. Difluoromethylthiolation of phenols and naphthols proceeded nicely under this system to regioselectively provide corresponding SCF
H compounds in good yields. Other substrates such as indoles, pyrroles, pyrazoles, enamines, ketones, and β-keto esters were also transformed to corresponding SCF
H products in good yields. The late-stage direct difluoromethylthiolation of a number of natural products and pharmaceutically attractive molecules was also achieved. |
Author | Jia, Shichong Matsubara, Okiya Shibata, Norio Huang, Zhongyan Tokunaga, Etsuko |
Author_xml | – sequence: 1 givenname: Zhongyan surname: Huang fullname: Huang, Zhongyan organization: Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya 466-8555, Japan – sequence: 2 givenname: Okiya surname: Matsubara fullname: Matsubara, Okiya organization: Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya 466-8555, Japan – sequence: 3 givenname: Shichong surname: Jia fullname: Jia, Shichong organization: Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya 466-8555, Japan – sequence: 4 givenname: Etsuko surname: Tokunaga fullname: Tokunaga, Etsuko organization: Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya 466-8555, Japan – sequence: 5 givenname: Norio orcidid: 0000-0002-3742-4064 surname: Shibata fullname: Shibata, Norio organization: Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya 466-8555, Japan |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/28165245$$D View this record in MEDLINE/PubMed |
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Snippet | A novel HF
CSO
Na/Ph
PCl/Me
SiCl system is disclosed for the late-stage direct difluoromethylthiolation of C
and C
nucleophiles. Difluoromethylthiolation of... |
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Title | Difluoromethylthiolation of Phenols and Related Compounds with a HF 2 CSO 2 Na/Ph 2 PCl/Me 3 SiCl System |
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