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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.
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.
Affiliation
  • Zhu HT; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Liang CM; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Li TY; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Li LY; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Zhang RL; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Wang JN; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Qi RQ; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Zhang JM; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Yang RH; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Yang YQ; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
  • Zhou AX; Key Laboratory of Applied Organic Chemistry, Higher Institutions of Jiangxi Province, Shangrao Normal University, Shangrao 334000, China.
  • Jin X; Gansu University Key Laboratory for Molecular Medicine & Chinese Medicine Prevention and Treatment of Major Diseases, Gansu University of Chinese Medicine, Lanzhou 730000, China.
  • Zhou NN; College of Chemistry and Chemical Engineering, Shaanxi Key Laboratory of Phytochemistry, Baoji University of Arts and Sciences, Baoji 721013, China.
J Org Chem ; 88(6): 3409-3423, 2023 Mar 17.
Article in En | MEDLINE | ID: mdl-36847758
ABSTRACT
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.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2023 Document type: Article Affiliation country: China
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2023 Document type: Article Affiliation country: China