Highly efficient synthesis of benzodioxins with a 2-site quaternary carbon structure by secondary amine-catalyzed dual Michael cascade reactions

文献情報

出版日 2018-07-10

DOI 10.1039/C8OB01029C

インパクトファクター 3.876

著者

Xuefeng He, Yongsu Li, Meng Wang, Hui-Xuan Chen, Bin Chen, Hao Liang, Yaqi Zhang, Jiyan Pang, Liqin Qiu

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要旨

Salicylic acids and substituted ynones were employed as substrates to afford a class of valuable 4H-benzo[d][1,3]dioxin-4-ones with a 2-site quaternary carbon structure in up to 92% yield by secondary amine-catalyzed dual Michael cascade reactions under mild reaction conditions. The α,β-unsaturated ketone as the key intermediate in the cascade process was successfully separated and characterized. As a result, a new reaction route for ynone species is demonstrated, which is totally different from the existing allenamine activation model.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 1041

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