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).
Original language | English |
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Article number | e202200645 |
Journal | European Journal of Organic Chemistry |
Volume | 2022 |
Issue number | 26 |
DOIs | |
Publication status | Published - 14 Jul 2022 |
Keywords
- 1,3-Dipolar cycloaddition
- Asymmetric catalysis
- Benzothiophenones
- Synthetic methods
- Trifluoroethyl ketimines
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Niu, C., & Du, D. M. (2022). Diastereoselective Construction of CF3-Containing Bispiro[isoquinolone-pyrrolidine-benzothiophenone]s through 1,3-Dipolar Cycloaddition. European Journal of Organic Chemistry, 2022(26), Article e202200645. https://doi.org/10.1002/ejoc.202200645