five

Synthesis of Substituted Dihydrobenzofurans via Tandem SNAr/5‑Exo-Trig Cyclization

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Figshare2016-02-13 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Synthesis_of_Substituted_Dihydrobenzofurans_via_Tandem_S_sub_N_sub_Ar_5_i_Exo_Trig_i_Cyclization/2175973
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A tandem SNAr/5-exo-trig cyclization reaction is reported that converts N-alkyl- and -arylimines derived from o-fluorobenzaldehydes into 3-amino-2,3-dihydro-2,2-diarylbenzofurans in moderate to good yields. Diarylmethoxide coupling partners serve the dual role of nucleophile in the SNAr step and catalytic base in the cyclization step. With a subset of the substrates, a further base-induced elimination of the 3-amino-2,3-dihydro-2,2-diarylbenzofuran to a phenolic enamine was observed.
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2016-02-13
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