Multicomponent Syntheses to Alkene- and Alkyne-Functionalized Benzopyrans via Alkynylation and [4+2] Cyclization in One-Pot Process
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作者:
Shao, Jidong
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机构:Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
Shao, Jidong
Li, Liqi
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机构:Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
Li, Liqi
Zhang, Jie
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机构:Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
Zhang, Jie
Tian, Tian
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机构:Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
Tian, Tian
Xue, Jijun
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Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R ChinaLanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
Xue, Jijun
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Zhang, Yuan
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机构:Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
Zhang, Yuan
Li, Ying
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机构:Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
Li, Ying
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[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
A novel multicomponent synthesis was found to be an efficient and elegant approach to 2,4-difunctionalized benzopyrans. This sequence includes ZnMe2-promoted alkynylation of salicylaldehyde and ZnCl2-mediated [4+2] cyclization proceeding in sequence of a one-pot process, providing a series of benzopyrans with good diastereoselectivities and moderate yields (dr 20:1 to 4:1). These products are potential precursors and bioactive core skeletons of natural products.