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Ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols as an expedient route to indenols.
Org Lett. 2009 Nov 05; 11(21):4990-3.OL

Abstract

A method to prepare indenols efficiently by ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols is described. The reaction was accomplished in moderate to excellent yields and regioselectivity under mild conditions and offers a straightforward and convenient one step synthetic route to bioactive indenols and its derivatives.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Zhang X
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616, Singapore.
Teo WT
No affiliation info available
Chan PW
No affiliation info available

MeSH

AlcoholsAlkynesCatalysisCyclizationIndenesMesylatesMolecular StructurePhenolsPropanolaminesPropanolsYtterbium

Pub Type(s)

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

Language

eng

PubMed ID

19863152

Citation

Zhang, Xiaoxiang, et al. "Ytterbium(III) Triflate Catalyzed Tandem Friedel-Crafts Alkylation/hydroarylation of Propargylic Alcohols With Phenols as an Expedient Route to Indenols." Organic Letters, vol. 11, no. 21, 2009, pp. 4990-3.
Zhang X, Teo WT, Chan PW. Ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols as an expedient route to indenols. Org Lett. 2009;11(21):4990-3.
Zhang, X., Teo, W. T., & Chan, P. W. (2009). Ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols as an expedient route to indenols. Organic Letters, 11(21), 4990-3. https://doi.org/10.1021/ol901981s
Zhang X, Teo WT, Chan PW. Ytterbium(III) Triflate Catalyzed Tandem Friedel-Crafts Alkylation/hydroarylation of Propargylic Alcohols With Phenols as an Expedient Route to Indenols. Org Lett. 2009 Nov 5;11(21):4990-3. PubMed PMID: 19863152.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols as an expedient route to indenols. AU - Zhang,Xiaoxiang, AU - Teo,Wan Teng, AU - Chan,Philip Wai Hong, PY - 2009/10/30/entrez PY - 2009/10/30/pubmed PY - 2010/1/1/medline SP - 4990 EP - 3 JF - Organic letters JO - Org Lett VL - 11 IS - 21 N2 - A method to prepare indenols efficiently by ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols is described. The reaction was accomplished in moderate to excellent yields and regioselectivity under mild conditions and offers a straightforward and convenient one step synthetic route to bioactive indenols and its derivatives. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/19863152/Ytterbium_III__triflate_catalyzed_tandem_Friedel_Crafts_alkylation/hydroarylation_of_propargylic_alcohols_with_phenols_as_an_expedient_route_to_indenols_ L2 - https://doi.org/10.1021/ol901981s DB - PRIME DP - Unbound Medicine ER -