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Palladium(II)-catalyzed oxidative dearomatization of free naphthols with two alkyne units.
Org Lett. 2014 Dec 05; 16(23):6132-5.OL

Abstract

Readily available 2-naphthols undergo [2 + 2 + 1] spiroannulation reactions with alkynes in the presence of a Pd(II) catalyst and an oxidant. This process relies on C-H functionalization and naphthyl ring dearomatization at the 1-position of 2-naphthols to provide a variety of spirocyclic compounds. Using alkyl-aryl alkynes as the coupling partners led to regioisomeric mixtures in favor of the head-to-tail isomer bearing a quaternary carbon stereocenter.

Authors

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Pub Type(s)

Journal Article

Language

eng

PubMed ID

25415562

Citation

Gu, Songlin, et al. "Palladium(II)-catalyzed Oxidative Dearomatization of Free Naphthols With Two Alkyne Units." Organic Letters, vol. 16, no. 23, 2014, pp. 6132-5.
Gu S, Luo L, Liu J, et al. Palladium(II)-catalyzed oxidative dearomatization of free naphthols with two alkyne units. Org Lett. 2014;16(23):6132-5.
Gu, S., Luo, L., Liu, J., Bai, L., Zheng, H., Wang, Y., & Luan, X. (2014). Palladium(II)-catalyzed oxidative dearomatization of free naphthols with two alkyne units. Organic Letters, 16(23), 6132-5. https://doi.org/10.1021/ol502997d
Gu S, et al. Palladium(II)-catalyzed Oxidative Dearomatization of Free Naphthols With Two Alkyne Units. Org Lett. 2014 Dec 5;16(23):6132-5. PubMed PMID: 25415562.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium(II)-catalyzed oxidative dearomatization of free naphthols with two alkyne units. AU - Gu,Songlin, AU - Luo,Lei, AU - Liu,Jingjing, AU - Bai,Lu, AU - Zheng,Huayu, AU - Wang,Yaoyu, AU - Luan,Xinjun, Y1 - 2014/11/21/ PY - 2014/11/22/entrez PY - 2014/11/22/pubmed PY - 2014/11/22/medline SP - 6132 EP - 5 JF - Organic letters JO - Org Lett VL - 16 IS - 23 N2 - Readily available 2-naphthols undergo [2 + 2 + 1] spiroannulation reactions with alkynes in the presence of a Pd(II) catalyst and an oxidant. This process relies on C-H functionalization and naphthyl ring dearomatization at the 1-position of 2-naphthols to provide a variety of spirocyclic compounds. Using alkyl-aryl alkynes as the coupling partners led to regioisomeric mixtures in favor of the head-to-tail isomer bearing a quaternary carbon stereocenter. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/25415562/Palladium_II__catalyzed_oxidative_dearomatization_of_free_naphthols_with_two_alkyne_units_ DB - PRIME DP - Unbound Medicine ER -
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