Dual Proton/Silver-Catalyzed Serial (5 + 2)-Cycloaddition and Nazarov Cyclization of (E)‑2-Arylidene-3-hydroxyindanones with Conjugated Eneynes: Synthesis of Indanone-Fused Benzo[cd]azulenes
A one-pot step-economic tandem process involving (5 + 2)-cycloaddition and Nazarov cyclization reactions has been reported for the facile synthesis of indanone-fused benzo[cd]azulenes from (E)-2-arylidene-3-hydroxyindanones and conjugated eneynes. This highly regio- and stereoselective bisannulati...
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| Veröffentlicht in: | Journal of organic chemistry 2023-03, Vol.88 (6), p.3409-3423 |
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| container_title | Journal of organic chemistry |
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| creator | Zhu, Hai-Tao Liang, Chun-Miao Li, Ting-Yan Li, Lin-Yan Zhang, Rui-Ling Wang, Jun-Na Qi, Rui-Qing Zhang, Jia-Min Yang, Ruo-Han Yang, Yin-Qi Zhou, An-Xi Jin, Xiaojie Zhou, Ni-Ni |
| description | A one-pot step-economic tandem process involving (5 + 2)-cycloaddition and Nazarov cyclization reactions has been reported for the facile synthesis of indanone-fused benzo[cd]azulenes from (E)-2-arylidene-3-hydroxyindanones and conjugated eneynes. This highly regio- and stereoselective bisannulation reaction is enabled by dual silver and Brønsted acid catalysis and opens up a new avenue for the construction of important bicyclo[5.3.0]decane skeletons. |
| doi_str_mv | 10.1021/acs.joc.2c02247 |
| format | Article |
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| title | Dual Proton/Silver-Catalyzed Serial (5 + 2)-Cycloaddition and Nazarov Cyclization of (E)‑2-Arylidene-3-hydroxyindanones with Conjugated Eneynes: Synthesis of Indanone-Fused Benzo[cd]azulenes |
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