- Chemoselective Perfluoromethylation of Thio- And Selenoamides
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A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.
- Xu, Tao,Xu, Xianhong,Zhang, Jianyu
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- Heterocyclic compound containing SCF3 or SeCF3, and preparation method thereof
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The invention discloses a heterocyclic compound containing SCF3 or SeCF3, and a preparation method thereof. The preparation method comprises: dissolving a chlorinated heterocyclic compound 1 in an EtOH solution, adding 1.0-2.0 equivalent weight of thiourea or selenourea, then stirring for 1-8 hours at 50-120 DEG C, and reacting to obtain a compound 2; and dissolving the compound 2 in an Acetone orEA solution, adding 2.0-4.0 equivalent weight of CF3SO2Na and 0.2-0.4 equivalent weight of a Cu salt, adding 2.0-4.0 equivalent weight of a tBuOOH solution in a dropwise manner, and reacting at 25-40DEG C for 1.0-2.0 hours to obtain a compound 3, namely the required SCF3 or SeCF3-containing heterocyclic compound. According to the invention, the synthesized compound has huge potential in the aspect of treating diseases; and according to the synthetic route provided by the invention, amplification can be realized in each step, the yield can reach 85%, the synthetic route provided by the invention brings a simpler and more effective way for synthesis of compounds with biological activity, the yield is high, large-scale preparation can be realized, and the synthetic route has a very wide application prospect.
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Paragraph 0033-0036
(2020/07/12)
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- Thio- or seleno-amide compound and preparation method thereof
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The invention discloses a thio- or seleno-amide compound and a preparation method thereof. The preparation method comprises the following steps of dissolving a chlorinated aromatic heterocyclic compound 1 in an EtOH solution, adding 1.0-2.0 times of equivalent thiourea or selenourea, stirring at 50-120 DEG C for 1-8 hours, and reacting to obtain a compound 2, namely the required thio- or seleno-amide compound. Each step of the synthetic route can be amplified, the yield can reach 85 percent, the synthesized compound provides a medical intermediate for synthesizing purine derivatives containingSCF3 or SeCF3, the synthetic route provided by the invention brings a simpler and more effective way for synthesizing compounds with biological activity, the yield is high, large-scale preparation can be realized, and the application prospect is very wide.
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Paragraph 0030-0033
(2020/07/24)
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