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Synthesis 1989; 1989(11): 870-873
DOI: 10.1055/s-1989-27418
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Aromatic Nucleophilic N,S- and N,O-Exchange Reactions of N,N-Dimethyl-2,4-bistrifluoroacetyl-1-naphthylamine with Various Thiols and Alcohols: A, Facile Synthetic Method for Alkyl and Aryl 1-[2,4-Bis(trifluoroacelyl)naphthyl] Sulfides and Ethers

Masaru Hojo* , Ryōichi Masuda, Etsuji Okada, Hiroshi Miya
  • *Department of Industrial Chemistry, Faculty of Engineering, Kobe University, Rokkodai, Nada, Kobe 657, Japan
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Publication Date:
02 May 2002 (online)

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Aromatic nucleophilic N,S- and N,O-exchange reactions of N,N-dimethyl-2,4 -bistrifluoroacetyl-1-naphthylamine (1) with various thiols and alcohols afford the corresponding 2,4-bistrifluoroacetyl-1-naphthyl sulfides 2 and ethers 3 in excellent yields. Hydrolysis of 1 to 1-naphthol derivative 4 is also described.