Tags

Type your tag names separated by a space and hit enter

Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes.
J Am Chem Soc. 2014 May 28; 136(21):7607-10.JA

Abstract

Appropriately substituted 2-alkenylphenols undergo a mild formal [3C+2C] cycloaddition with alkynes when treated with a Rh(III) catalyst and an oxidant. The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety and the dearomatization of the phenol ring, provides a versatile and efficient approach to highly appealing spirocyclic skeletons and occurs with high selectivity.

Links

PMC Free PDF

Authors+Show Affiliations

Seoane A
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela , 15782 Santiago de Compostela, Spain.
Casanova N
No affiliation info available
Quiñones N
No affiliation info available
Mascareñas JL
No affiliation info available
Gulías M
No affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

24820195

Citation

Seoane, Andrés, et al. "Rhodium(III)-catalyzed Dearomatizing (3 + 2) Annulation of 2-alkenylphenols and Alkynes." Journal of the American Chemical Society, vol. 136, no. 21, 2014, pp. 7607-10.
Seoane A, Casanova N, Quiñones N, et al. Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes. J Am Chem Soc. 2014;136(21):7607-10.
Seoane, A., Casanova, N., Quiñones, N., Mascareñas, J. L., & Gulías, M. (2014). Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes. Journal of the American Chemical Society, 136(21), 7607-10. https://doi.org/10.1021/ja5034952
Seoane A, et al. Rhodium(III)-catalyzed Dearomatizing (3 + 2) Annulation of 2-alkenylphenols and Alkynes. J Am Chem Soc. 2014 May 28;136(21):7607-10. PubMed PMID: 24820195.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes. AU - Seoane,Andrés, AU - Casanova,Noelia, AU - Quiñones,Noelia, AU - Mascareñas,José L, AU - Gulías,Moisés, Y1 - 2014/05/19/ PY - 2014/5/14/entrez PY - 2014/5/14/pubmed PY - 2014/5/14/medline SP - 7607 EP - 10 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 136 IS - 21 N2 - Appropriately substituted 2-alkenylphenols undergo a mild formal [3C+2C] cycloaddition with alkynes when treated with a Rh(III) catalyst and an oxidant. The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety and the dearomatization of the phenol ring, provides a versatile and efficient approach to highly appealing spirocyclic skeletons and occurs with high selectivity. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/24820195/Rhodium_III__catalyzed_dearomatizing__3_+_2__annulation_of_2_alkenylphenols_and_alkynes_ DB - PRIME DP - Unbound Medicine ER -