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Palladium-catalyzed direct 2-alkylation of indoles by norbornene-mediated regioselective cascade C-H activation.
J Am Chem Soc. 2011 Aug 24; 133(33):12990-3.JA

Abstract

A palladium-catalyzed direct 2-alkylation reaction of free N-H indoles has been developed. This reaction relies on a norbornene-mediated cascade C-H activation process at the indole ring, which features high regioselectivity and excellent functional group tolerance. The reaction represents the first example for a generally applicable, direct C-H alkylation of indole at the 2-position.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Jiao L
Lehrstuhl für Organische Chemie I and Catalysis Research Center (CRC), Technische Universität München, Lichtenbergstrasse 4, 85747 Garching, Germany.
Bach T
No affiliation info available

MeSH

AlkylationCatalysisIndolesNorbornanesPalladium

Pub Type(s)

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

Language

eng

PubMed ID

21806073

Citation

Jiao, Lei, and Thorsten Bach. "Palladium-catalyzed Direct 2-alkylation of Indoles By Norbornene-mediated Regioselective Cascade C-H Activation." Journal of the American Chemical Society, vol. 133, no. 33, 2011, pp. 12990-3.
Jiao L, Bach T. Palladium-catalyzed direct 2-alkylation of indoles by norbornene-mediated regioselective cascade C-H activation. J Am Chem Soc. 2011;133(33):12990-3.
Jiao, L., & Bach, T. (2011). Palladium-catalyzed direct 2-alkylation of indoles by norbornene-mediated regioselective cascade C-H activation. Journal of the American Chemical Society, 133(33), 12990-3. https://doi.org/10.1021/ja2055066
Jiao L, Bach T. Palladium-catalyzed Direct 2-alkylation of Indoles By Norbornene-mediated Regioselective Cascade C-H Activation. J Am Chem Soc. 2011 Aug 24;133(33):12990-3. PubMed PMID: 21806073.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-catalyzed direct 2-alkylation of indoles by norbornene-mediated regioselective cascade C-H activation. AU - Jiao,Lei, AU - Bach,Thorsten, Y1 - 2011/08/02/ PY - 2011/8/3/entrez PY - 2011/8/3/pubmed PY - 2012/2/23/medline SP - 12990 EP - 3 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 133 IS - 33 N2 - A palladium-catalyzed direct 2-alkylation reaction of free N-H indoles has been developed. This reaction relies on a norbornene-mediated cascade C-H activation process at the indole ring, which features high regioselectivity and excellent functional group tolerance. The reaction represents the first example for a generally applicable, direct C-H alkylation of indole at the 2-position. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/21806073/Palladium_catalyzed_direct_2_alkylation_of_indoles_by_norbornene_mediated_regioselective_cascade_C_H_activation_ L2 - https://doi.org/10.1021/ja2055066 DB - PRIME DP - Unbound Medicine ER -