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Rhodium(I)-catalyzed cyclization reaction of o-alkynyl phenols and anilines. Domino approach to 2,3-disubstituted benzofurans and indoles.
Org Lett. 2009 Mar 19; 11(6):1329-31.OL

Abstract

A rhodium-catalyzed cyclization of o-alkynylphenols and anilines followed by intermolecular conjugate addition that succeeds with alkyl and aryl alkynes is reported. In this reaction, 2,3-disubstituted benzofurans or indoles are obtained in one pot in good to excellent yields.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Isono N
Davenport Research Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6.
Lautens M
No affiliation info available

MeSH

AlkynesAniline CompoundsBenzofuransCatalysisCombinatorial Chemistry TechniquesCyclizationIndolesMolecular StructurePhenolsRhodiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

19236037

Citation

Isono, Naohiro, and Mark Lautens. "Rhodium(I)-catalyzed Cyclization Reaction of O-alkynyl Phenols and Anilines. Domino Approach to 2,3-disubstituted Benzofurans and Indoles." Organic Letters, vol. 11, no. 6, 2009, pp. 1329-31.
Isono N, Lautens M. Rhodium(I)-catalyzed cyclization reaction of o-alkynyl phenols and anilines. Domino approach to 2,3-disubstituted benzofurans and indoles. Org Lett. 2009;11(6):1329-31.
Isono, N., & Lautens, M. (2009). Rhodium(I)-catalyzed cyclization reaction of o-alkynyl phenols and anilines. Domino approach to 2,3-disubstituted benzofurans and indoles. Organic Letters, 11(6), 1329-31. https://doi.org/10.1021/ol9001174
Isono N, Lautens M. Rhodium(I)-catalyzed Cyclization Reaction of O-alkynyl Phenols and Anilines. Domino Approach to 2,3-disubstituted Benzofurans and Indoles. Org Lett. 2009 Mar 19;11(6):1329-31. PubMed PMID: 19236037.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium(I)-catalyzed cyclization reaction of o-alkynyl phenols and anilines. Domino approach to 2,3-disubstituted benzofurans and indoles. AU - Isono,Naohiro, AU - Lautens,Mark, PY - 2009/2/25/entrez PY - 2009/2/25/pubmed PY - 2009/4/10/medline SP - 1329 EP - 31 JF - Organic letters JO - Org Lett VL - 11 IS - 6 N2 - A rhodium-catalyzed cyclization of o-alkynylphenols and anilines followed by intermolecular conjugate addition that succeeds with alkyl and aryl alkynes is reported. In this reaction, 2,3-disubstituted benzofurans or indoles are obtained in one pot in good to excellent yields. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/19236037/Rhodium_I__catalyzed_cyclization_reaction_of_o_alkynyl_phenols_and_anilines__Domino_approach_to_23_disubstituted_benzofurans_and_indoles_ L2 - https://doi.org/10.1021/ol9001174 DB - PRIME DP - Unbound Medicine ER -