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- W2321825757 endingPage "1069" @default.
- W2321825757 startingPage "1059" @default.
- W2321825757 abstract "A rapid and general access to ortho-haloaminoarenes has been developed by aryne insertion into N-chloramine, N-bromoamine, and N-iodoamine bonds via two complementary protocols harnessing fluoride-promoted 1,2-elimination of ortho-trimethylsilyl aryltriflates. Typically, electron-deficient N-chloramines effectively react with aryne intermediates generated at elevated temperature with CsF, while less stable N-haloamines are found more efficient under milder, TBAF-mediated aryne formation at room temperature. Both protocols demonstrate a good level of regioselectivity and functional group tolerance. Efforts to elucidate the mechanism of N–X insertion are also discussed. The practical value of this transformation is highlighted by rapid synthesis of novel analogues of the antipsychotic cariprazine." @default.
- W2321825757 created "2016-06-24" @default.
- W2321825757 creator A5037317706 @default.
- W2321825757 creator A5059087833 @default.
- W2321825757 date "2014-12-30" @default.
- W2321825757 modified "2023-09-23" @default.
- W2321825757 title "Synthesis of <i>ortho</i>-Haloaminoarenes by Aryne Insertion of Nitrogen–Halide Bonds" @default.
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- W2321825757 doi "https://doi.org/10.1021/jo502541t" @default.
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