期刊
JOURNAL OF FLUORINE CHEMISTRY
卷 102, 期 1-2, 页码 369-376出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/S0022-1139(99)00314-0
关键词
S(RN)1 reactions; heterocyclic thiols; phenolic compounds
In an effort to prepare new fluorine-containing compounds which are active against HIV, the S(RN)1 reactions of 2-(bromodifluoromethyl)benzoxazole (5) with the anions of heterocyclic thiols and phenolic compounds were carried out. The products (6a-j and 7a-f), which all have a CF2 group, were tested for activity against HIV and several were found to be active, including 6f which was very active. By comparing the activity of 6e, which contains a CF2 group, to that of 10, where the CF2 is replaced by a CH2 group, it was demonstrated that fluorine atom substitution produces a 10-fold increase in activity against HIV-1. (C) 2000 Elsevier Science S.A. All rights reserved.
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