B(C6F5)3-Catalyzed β-Functionalization of Pyrrolidines Using Isatins via Borrowing Hydrogen: Divergent Access to Substituted Pyrrolidines and Pyrroles
| Autor: | Zuxing Chen, Junqi Nie, Yong Chen, Hai-Lun Wan, Feiyi Wang, Cuifen Lu, Song Liu, Yuan Huang, Chao Ma, Guichun Yang |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Hydrogen 010405 organic chemistry Chemistry Alkene Organic Chemistry Borrowing hydrogen chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis Reaction temperature Surface modification Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 22:7797-7803 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.0c02600 |
| Popis: | We report herein a B(C6F5)3-catalyzed redox-neutral β-functionalization of pyrrolidines with isatins. Under transition-metal- and oxidant-free conditions at ambient temperature, a series of pyrrolidines bearing a functionalized exocyclic alkene are accessed in high efficiency through a borrowing hydrogen process. A simple switch to higher reaction temperature in a one-pot procedure also provides access to a diverse array of C(3)-functionalized pyrroles while liberating water and hydrogen gas as the only byproducts. |
| Databáze: | OpenAIRE |
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