期刊
ORGANIC LETTERS
卷 11, 期 2, 页码 445-448出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol802513q
关键词
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资金
- European Research Council (ERC)
- Deutsche Forschungsgemeinschaft (DFG)
- Fonds der Chemischen Industrie
- [SFB 749]
A full functionalization of all four positions of the thiophene ring was achieved. Starting from readily available 2,5-dichlorothiophene, successive magnesiations of the 3- and 4-positions using TMPMgCl center dot LiCl furnish, after trapping with various electrophiles, 3,4-difunctionalized dichlorothiophenes. Subsequent dechlorination and metalation or magnesium insertion into the C-Cl bond provides fully functionalized thiophenes in high yields. An application to the synthesis of a thiophene analogue of Atorvastatin (Lipitor) is reported.
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