- One-Pot, Metal-Free Conversion of Anilines to Aryl Bromides and Iodides
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A metal-free synthesis of aryl bromides and iodides from anilines via halogen abstraction from bromotrichloromethane and diiodomethane is described. This one-pot reaction affords aryl halides from the corresponding anilines in moderate to excellent yields without isolation of diazonium salts. The transformation has short reaction times, a simple workup, and insensitivity to moisture and air and avoids excess halogenation. DFT calculations support a SRN1 mechanism. This method represents a convenient alternative to the classic Sandmeyer reaction.
- Leas, Derek A.,Dong, Yuxiang,Vennerstrom, Jonathan L.,Stack, Douglas E.
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supporting information
p. 2518 - 2521
(2017/05/24)
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- Trifluorolactic demethylating agent powder, its manufacturing method using the same and method of manufacturing a trifluoromethyl group-containing compound
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PROBLEM TO BE SOLVED: To provide a trifluoromethylation agent powder stable at room temperature and useful as a reaction reagent and a production method thereof, and a production method of trifluoromethyl group-containing compound.SOLUTION: A zinc powder is reacted with a trifluoromethyl iodide in a N,N-dimethylformamide solvent, and it is filtrated and concentrated to obtain a trifluoromethylation agent powder represented by general formula (1) that is (CF)ZnI (DMPU)(1), where DMPU represents N,N-dimethyl propylene urea and n represents an integer of 1 to 4, then it is reacted with substituted aromatic iodide in a presence of copper (I) catalyst to obtain a trifluoromethyl group-containing compound.
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Paragraph 0033; 0034
(2017/03/14)
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