抄録
The regioselective C-H trifluoromethylthiolation of six-membered heteroaromatic compounds via nucleophilic attack of a CF3S source on the electrophilically activated six-membered heteroaromatic ring was developed. The reaction proceeds in good yield with good functional group tolerance, even on a gram-scale. The key to the successful regioselective transformation is the presence of an additive (2,4-dinitrobenzenesulfonyl chloride). The regioselective trifluoromethylthiolation of quinidine derivative is also demonstrated. Trifluoromethylthiolation, followed by S-oxidation, affords the corresponding sulfones.
| 元の言語 | 英語 |
|---|---|
| ジャーナル | Organic Letters |
| DOI | |
| 出版物ステータス | 出版済み - 1 1 2019 |
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All Science Journal Classification (ASJC) codes
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
これを引用
2-Position-Selective Trifluoromethylthiolation of Six-Membered Heteroaromatic Compounds. / Muta, Ryuhei; Torigoe, Takeru; Kuninobu, Yoichiro.
：: Organic Letters, 01.01.2019.研究成果: ジャーナルへの寄稿 › 記事
}
TY - JOUR
T1 - 2-Position-Selective Trifluoromethylthiolation of Six-Membered Heteroaromatic Compounds
AU - Muta, Ryuhei
AU - Torigoe, Takeru
AU - Kuninobu, Yoichiro
PY - 2019/1/1
Y1 - 2019/1/1
N2 - The regioselective C-H trifluoromethylthiolation of six-membered heteroaromatic compounds via nucleophilic attack of a CF3S source on the electrophilically activated six-membered heteroaromatic ring was developed. The reaction proceeds in good yield with good functional group tolerance, even on a gram-scale. The key to the successful regioselective transformation is the presence of an additive (2,4-dinitrobenzenesulfonyl chloride). The regioselective trifluoromethylthiolation of quinidine derivative is also demonstrated. Trifluoromethylthiolation, followed by S-oxidation, affords the corresponding sulfones.
AB - The regioselective C-H trifluoromethylthiolation of six-membered heteroaromatic compounds via nucleophilic attack of a CF3S source on the electrophilically activated six-membered heteroaromatic ring was developed. The reaction proceeds in good yield with good functional group tolerance, even on a gram-scale. The key to the successful regioselective transformation is the presence of an additive (2,4-dinitrobenzenesulfonyl chloride). The regioselective trifluoromethylthiolation of quinidine derivative is also demonstrated. Trifluoromethylthiolation, followed by S-oxidation, affords the corresponding sulfones.
UR - http://www.scopus.com/inward/record.url?scp=85066898258&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85066898258&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.9b01474
DO - 10.1021/acs.orglett.9b01474
M3 - Article
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
ER -