Diastereoselective Construction of CF3‐Containing Bispiro[isoquinolone‐pyrrolidine‐benzothiophenone]s through 1,3‐Dipolar Cycloaddition
A new protocol to access CF3‐containing bispiro[isoquinolone‐pyrrolidine‐benzothiophenone]s was described. A series of 1,3‐dipoles were synthesized from isoquinolinetrione and CF3CH2NH2. In the presence of 10 mol% DABCO, the 1,3‐dipolar cycloaddition of isoquinolinedione trifluoroethyl ketimines and...
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| Published in | European journal of organic chemistry Vol. 2022; no. 26 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
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Wiley
14.07.2022
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| Abstract | A new protocol to access CF3‐containing bispiro[isoquinolone‐pyrrolidine‐benzothiophenone]s was described. A series of 1,3‐dipoles were synthesized from isoquinolinetrione and CF3CH2NH2. In the presence of 10 mol% DABCO, the 1,3‐dipolar cycloaddition of isoquinolinedione trifluoroethyl ketimines and unsaturated benzothiophenones delivered corresponding adducts in excellent yields (up to 98 %) and diastereoselectivities (up to >20 : 1 dr).
An efficient and mild method to access CF3‐containing bispiro[isoquinolone‐pyrrolidine‐benzothiophenone]s is reported. |
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| AbstractList | A new protocol to access CF3-containing bispiro[isoquinolone-pyrrolidine-benzothiophenone]s was described. A series of 1,3-dipoles were synthesized from isoquinolinetrione and CF3CH2NH2. In the presence of 10 mol% DABCO, the 1,3-dipolar cycloaddition of isoquinolinedione trifluoroethyl ketimines and unsaturated benzothiophenones delivered corresponding adducts in excellent yields (up to 98 %) and diastereoselectivities (up to >20 : 1 dr). A new protocol to access CF3‐containing bispiro[isoquinolone‐pyrrolidine‐benzothiophenone]s was described. A series of 1,3‐dipoles were synthesized from isoquinolinetrione and CF3CH2NH2. In the presence of 10 mol% DABCO, the 1,3‐dipolar cycloaddition of isoquinolinedione trifluoroethyl ketimines and unsaturated benzothiophenones delivered corresponding adducts in excellent yields (up to 98 %) and diastereoselectivities (up to >20 : 1 dr). An efficient and mild method to access CF3‐containing bispiro[isoquinolone‐pyrrolidine‐benzothiophenone]s is reported. |
| ArticleNumber | 202200645 |
| Author | Niu, Cheng Du, Da‐Ming |
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| Keywords | 1 Benzothiophenones ENANTIOSELECTIVE SYNTHESIS 3-Dipolar cycloaddition Trifluoroethyl ketimines Synthetic methods Asymmetric catalysis DERIVATIVES SPIROOXINDOLES |
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| SubjectTerms | 1,3-Dipolar cycloaddition Asymmetric catalysis Benzothiophenones Chemistry Chemistry, Organic Physical Sciences Science & Technology Synthetic methods Trifluoroethyl ketimines |
| Title | Diastereoselective Construction of CF3‐Containing Bispiro[isoquinolone‐pyrrolidine‐benzothiophenone]s through 1,3‐Dipolar Cycloaddition |
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