Lewis Base-Catalyzed [4+3] Annulation of ortho-Quinone Methides and MBH Carbonates: Synthesis of Functionalized Benzo[b]oxepines Bearing Oxindole Scaffolds
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作者:
Du, Ji-Yuan
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Du, Ji-Yuan
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Ma, Yan-Hua
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Ma, Yan-Hua
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Meng, Fan-Xiao
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Meng, Fan-Xiao
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Zhang, Rui-Rui
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Zhang, Rui-Rui
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Wang, Ruo-Nan
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Wang, Ruo-Nan
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Shi, Hong-Liang
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Shi, Hong-Liang
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Wang, Qi
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Wang, Qi
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Fan, Ya-Xin
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Fan, Ya-Xin
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Huang, Hong-Li
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Huang, Hong-Li
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Cui, Ji-Chun
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Cui, Ji-Chun
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Ma, Chun-Lin
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Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R ChinaLiaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
Ma, Chun-Lin
[1
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机构:
[1] Liaocheng Univ, Coll Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
A novel Lewis base-catalyzed [4 + 3] annulation process for the construction of benzo[b]oxepine scaffolds has been developed. 1,4-Diazabicyclo[2.2.2]octane (DABCO) promotes the union of o-QMs and Morita-Baylis-Hillman carbonates in reasonable to excellent yields and good stereoselectivities (dr > 20:1). This straightforward, catalytic approach offers access to a variety of synthetically useful benzo[b]oxepine derivatives bearing oxindole scaffolds containing all-carbon spiro-quaternary stereocenters.