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Communication | Special issue | Vol 103, No. 2, 2021, pp.714-722
Published online, 12th March, 2021
DOI: 10.3987/COM-20-S(K)71
Gold-Catalyzed Formal [3+2] Cycloaddition of p-Quinones and 1-Phenylpropenes in Ionic Liquid: Environmentally Friendly and Stereoselective Synthesis of 2,3-Dihydrobenzofuran Neolignans

Nobuyoshi Morita,* Kanae Ikeda, Hitomi Chiaki, Ryuto Araki, Kosaku Tanaka III, Yoshimitsu Hashimoto, and Osamu Tamura*

*Laboratory of Organic Chemistry, Pharmaceutical Sciences, Showa Pharmaceutical University, 3-3165, Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan


Gold(III)-catalyzed formal [3+2] cycloaddition of p-quinones with 1-phenylpropenes in an ionic liquid, [EMIM][NTf2], enabled environmentally friendly, stereoselective synthesis of 2,3-dihydrobenzofuran neolignans in good yields. Moreover, the recycle of tThe gold catalyst in /ionic liquid was achievedcould be recycled at least five times, affording 2,3-dihydrobenzofuran in good yields.