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.
Links
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 -