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Synthesis of Furo[3,2‑<i>b</i>]quinolines and Furo[2,3‑<i>b</i>:4,5-<i>b′</i>]diquinolines through [4 + 2] Cycloaddition of Aza‑<i>o</i>‑Quinone Methides and Furans

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NIAID Data Ecosystem2026-03-11 收录
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https://figshare.com/articles/dataset/Synthesis_of_Furo_3_2_i_b_i_quinolines_and_Furo_2_3_i_b_i_4_5-_i_b_i_diquinolines_through_4_2_Cycloaddition_of_Aza_i_o_i_Quinone_Methides_and_Furans/11796342
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资源简介:
An approach for the construction of furo­[3,2-b]­quinolines and furo­[2,3-b:4,5-b′]­diquinolines is developed through a metal-free [4 + 2] cycloaddition of easily available in situ generated aza-o-quinone methides and furans. The reaction tolerates a wide range of aza-o-quinone methides and substituted furans to afford the corresponding dihydro- or tetrahydrofuroquinolines in good to excellent yields. Mechanistic studies reveal that the reaction involves a concerted [4 + 2] cycloaddition pathway and shows a high regioselectivity of cycloaddition for a furan ring. The present method features mild reaction conditions, dearomatization of furans, high regio- and diastereoselectivity, gram-scalable preparations, and diversity of furoquinolines.
创建时间:
2020-02-03

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