Robust, scalable construction of an electrophilic deuterated methylthiolating reagent: facile access to SCD3-containing scaffolds
We have established a practical and concise method for the straightforward access of a universal deuterated methylthiolating reagent through a one-pot gram-scale operation under mild conditions. This odourless electrophilic SCD3 reagent was widely applied to react with numerous representative nucleo...
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| Published in | Chemical communications (Cambridge, England) Vol. 58; no. 18; pp. 3015 - 3018 |
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| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
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Royal Soc Chemistry
01.03.2022
Royal Society of Chemistry |
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| Abstract | We have established a practical and concise method for the straightforward access of a universal deuterated methylthiolating reagent through a one-pot gram-scale operation under mild conditions. This odourless electrophilic SCD3 reagent was widely applied to react with numerous representative nucleophiles and approached various valuable SCD3 analogues with excellent levels of deuterium content (>99% D). The divergent further transformations were smoothly carried out to obtain the significant derivatives with different oxidative states in high efficiency. |
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| AbstractList | We have established a practical and concise method for the straightforward access of a universal deuterated methylthiolating reagent through a one-pot gram-scale operation under mild conditions. This odourless electrophilic SCD3 reagent was widely applied to react with numerous representative nucleophiles and approached various valuable SCD3 analogues with excellent levels of deuterium content (>99% D). The divergent further transformations were smoothly carried out to obtain the significant derivatives with different oxidative states in high efficiency.We have established a practical and concise method for the straightforward access of a universal deuterated methylthiolating reagent through a one-pot gram-scale operation under mild conditions. This odourless electrophilic SCD3 reagent was widely applied to react with numerous representative nucleophiles and approached various valuable SCD3 analogues with excellent levels of deuterium content (>99% D). The divergent further transformations were smoothly carried out to obtain the significant derivatives with different oxidative states in high efficiency. We have established a practical and concise method for the straightforward access of a universal deuterated methylthiolating reagent through a one-pot gram-scale operation under mild conditions. This odourless electrophilic SCD₃ reagent was widely applied to react with numerous representative nucleophiles and approached various valuable SCD₃ analogues with excellent levels of deuterium content (>99% D). The divergent further transformations were smoothly carried out to obtain the significant derivatives with different oxidative states in high efficiency. We have established a practical and concise method for the straightforward access of a universal deuterated methylthiolating reagent through a one-pot gram-scale operation under mild conditions. This odourless electrophilic SCD3 reagent was widely applied to react with numerous representative nucleophiles and approached various valuable SCD3 analogues with excellent levels of deuterium content (>99% D). The divergent further transformations were smoothly carried out to obtain the significant derivatives with different oxidative states in high efficiency. |
| Author | Tian, Hong-Yu Wang, Xu Xiao, Xiao Cheng, Fei Chen, Fen-Er Bai, Jun Huang, Yin-Qiu Ke, Miao-Lin |
| Author_xml | – sequence: 1 givenname: Xiao orcidid: 0000-0001-9138-8511 surname: Xiao fullname: Xiao, Xiao organization: Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China – sequence: 2 givenname: Yin-Qiu surname: Huang fullname: Huang, Yin-Qiu organization: Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China – sequence: 3 givenname: Hong-Yu surname: Tian fullname: Tian, Hong-Yu organization: Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China – sequence: 4 givenname: Jun surname: Bai fullname: Bai, Jun organization: Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China – sequence: 5 givenname: Fei surname: Cheng fullname: Cheng, Fei organization: Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China – sequence: 6 givenname: Xu surname: Wang fullname: Wang, Xu organization: Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China – sequence: 7 givenname: Miao-Lin surname: Ke fullname: Ke, Miao-Lin organization: Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China – sequence: 8 givenname: Fen-Er surname: Chen fullname: Chen, Fen-Er email: rfchen@fudan.edu.cn organization: Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China |
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| Snippet | We have established a practical and concise method for the straightforward access of a universal deuterated methylthiolating reagent through a one-pot... |
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| SubjectTerms | Chemistry Chemistry, Multidisciplinary Deuteration Deuterium Lewis acids Lewis bases Nucleophiles Physical Sciences Reagents Science & Technology |
| Title | Robust, scalable construction of an electrophilic deuterated methylthiolating reagent: facile access to SCD3-containing scaffolds |
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