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Palladium-Catalyzed Cascade Carbopalladation/Phenol Dearomatization Reaction: Construction of Diversely Functionalized Spirocarbocyclic Scaffolds.
J Org Chem. 2018 11 16; 83(22):14181-14194.JO

Abstract

A novel palladium-catalyzed cascade carbopalladation/phenol dearomatization reaction has been achieved. The process provides a variety of indolone-, dihydrobenzofuran-, dihydrobenzopyran- and hydroquinoline-containing spirofused molecules bearing two quaternary centers in moderate to good yields. The potential synthetic utility of this method is demonstrated by a gram-scale experiment and further transformations.

Authors+Show Affiliations

Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering , Inner Mongolia University , Hohhot 010021 , People's Republic of China.Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering , Inner Mongolia University , Hohhot 010021 , People's Republic of China.Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering , Inner Mongolia University , Hohhot 010021 , People's Republic of China.Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering , Inner Mongolia University , Hohhot 010021 , People's Republic of China.Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering , Inner Mongolia University , Hohhot 010021 , People's Republic of China.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

30358402

Citation

Wu, Xin-Xing, et al. "Palladium-Catalyzed Cascade Carbopalladation/Phenol Dearomatization Reaction: Construction of Diversely Functionalized Spirocarbocyclic Scaffolds." The Journal of Organic Chemistry, vol. 83, no. 22, 2018, pp. 14181-14194.
Wu XX, Liu A, Mou M, et al. Palladium-Catalyzed Cascade Carbopalladation/Phenol Dearomatization Reaction: Construction of Diversely Functionalized Spirocarbocyclic Scaffolds. J Org Chem. 2018;83(22):14181-14194.
Wu, X. X., Liu, A., Mou, M., Chen, H., & Chen, S. (2018). Palladium-Catalyzed Cascade Carbopalladation/Phenol Dearomatization Reaction: Construction of Diversely Functionalized Spirocarbocyclic Scaffolds. The Journal of Organic Chemistry, 83(22), 14181-14194. https://doi.org/10.1021/acs.joc.8b02363
Wu XX, et al. Palladium-Catalyzed Cascade Carbopalladation/Phenol Dearomatization Reaction: Construction of Diversely Functionalized Spirocarbocyclic Scaffolds. J Org Chem. 2018 11 16;83(22):14181-14194. PubMed PMID: 30358402.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-Catalyzed Cascade Carbopalladation/Phenol Dearomatization Reaction: Construction of Diversely Functionalized Spirocarbocyclic Scaffolds. AU - Wu,Xin-Xing, AU - Liu,Anjia, AU - Mou,Mou, AU - Chen,Hengfan, AU - Chen,Shufeng, Y1 - 2018/11/01/ PY - 2018/10/26/pubmed PY - 2018/10/26/medline PY - 2018/10/26/entrez SP - 14181 EP - 14194 JF - The Journal of organic chemistry JO - J Org Chem VL - 83 IS - 22 N2 - A novel palladium-catalyzed cascade carbopalladation/phenol dearomatization reaction has been achieved. The process provides a variety of indolone-, dihydrobenzofuran-, dihydrobenzopyran- and hydroquinoline-containing spirofused molecules bearing two quaternary centers in moderate to good yields. The potential synthetic utility of this method is demonstrated by a gram-scale experiment and further transformations. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/30358402/Palladium_Catalyzed_Cascade_Carbopalladation/Phenol_Dearomatization_Reaction:_Construction_of_Diversely_Functionalized_Spirocarbocyclic_Scaffolds_ DB - PRIME DP - Unbound Medicine ER -
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