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Huang X, Wu W, Fu C, et al. Palladium-Catalyzed Triple Cyclization of 2,7-Alkadiynylic Carbonates with Allenes Bearing a Carbon Nucleophile. Chemistry. 2015;21(44):15540-3doi: 10.1002/chem.201503278.
Huang, X., Wu, W., Fu, C., Yu, Y., & Ma, S. (2015). Palladium-Catalyzed Triple Cyclization of 2,7-Alkadiynylic Carbonates with Allenes Bearing a Carbon Nucleophile. Chemistry (Weinheim an der Bergstrasse, Germany), 21(44), 15540-3. https://doi.org/10.1002/chem.201503278
Huang, Xin, et al. "Palladium-Catalyzed Triple Cyclization of 2,7-Alkadiynylic Carbonates with Allenes Bearing a Carbon Nucleophile." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 21,44 (2015): 15540-3. doi: https://doi.org/10.1002/chem.201503278
Huang X, Wu W, Fu C, Yu Y, Ma S. Palladium-Catalyzed Triple Cyclization of 2,7-Alkadiynylic Carbonates with Allenes Bearing a Carbon Nucleophile. Chemistry. 2015 Oct 26;21(44):15540-3. doi: 10.1002/chem.201503278. Epub 2015 Sep 11. PMID: 26360319.
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Chemistry. 2015 Oct 26;21(44):15540-3. doi: 10.1002/chem.201503278. Epub 2015 Sep 11.

Palladium-Catalyzed Triple Cyclization of 2,7-Alkadiynylic Carbonates with Allenes Bearing a Carbon Nucleophile.

Chemistry (Weinheim an der Bergstrasse, Germany)

Xin Huang, Wangteng Wu, Chunling Fu, Yihua Yu, Shengming Ma

Affiliations

  1. Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang (P. R. China).
  2. Shanghai Key Laboratory of Magnetic Resonance, Department of Physics, East China Normal University, Shanghai 200062 (P. R. China).
  3. Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang (P. R. China). [email protected].

PMID: 26360319 DOI: 10.1002/chem.201503278

Abstract

Palladium-catalyzed tandem reactions of 2,7-alkadiynylic carbonates with allenes bearing a carbon nucleophile such as malonate and bis(phenylsulfonyl)methane for the efficient syntheses of fused tricycles, such as 3,5,6,7-tetrahydro-1H-indeno[5,6-c]furan, 1,2,3,5,6,7-hexahydrocyclopenta[f]isoindole, and 1,2,3,5,6,7-hexahydro-s-indacene derivatives, have been reported. The reaction forms two five-membered rings and one benzene ring fusing them in the middle.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: alkadiynylic carbonates; allenes; carbon nucleophiles; palladium; triple cyclization

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