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Regioselective synthesis of 4-substituted indoles via C-H activation: a ruthenium catalyzed novel directing group strategy.
Org Lett. 2013 Dec 20; 15(24):6262-5.OL

Abstract

A highly regioselective functionalization of indole at the C-4 position by employing an aldehyde functional group as a directing group, and Ru as a catalyst, under mild reaction conditions (open flask) has been uncovered. This strategy to synthesize 4-substituted indoles is important, as this class of privileged molecules serves as a precursor for ergot alkaloids and related heterocyclic compounds.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Lanke V
Department of Organic Chemistry, Indian Institute of Science , Bangalore-560012, Karnataka, India.
Ramaiah Prabhu K
No affiliation info available

MeSH

CatalysisIndolesMolecular StructureOrganometallic CompoundsRutheniumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

24274038

Citation

Lanke, Veeranjaneyulu, and Kandikere Ramaiah Prabhu. "Regioselective Synthesis of 4-substituted Indoles Via C-H Activation: a Ruthenium Catalyzed Novel Directing Group Strategy." Organic Letters, vol. 15, no. 24, 2013, pp. 6262-5.
Lanke V, Ramaiah Prabhu K. Regioselective synthesis of 4-substituted indoles via C-H activation: a ruthenium catalyzed novel directing group strategy. Org Lett. 2013;15(24):6262-5.
Lanke, V., & Ramaiah Prabhu, K. (2013). Regioselective synthesis of 4-substituted indoles via C-H activation: a ruthenium catalyzed novel directing group strategy. Organic Letters, 15(24), 6262-5. https://doi.org/10.1021/ol4031149
Lanke V, Ramaiah Prabhu K. Regioselective Synthesis of 4-substituted Indoles Via C-H Activation: a Ruthenium Catalyzed Novel Directing Group Strategy. Org Lett. 2013 Dec 20;15(24):6262-5. PubMed PMID: 24274038.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Regioselective synthesis of 4-substituted indoles via C-H activation: a ruthenium catalyzed novel directing group strategy. AU - Lanke,Veeranjaneyulu, AU - Ramaiah Prabhu,Kandikere, Y1 - 2013/11/25/ PY - 2013/11/27/entrez PY - 2013/11/28/pubmed PY - 2014/2/25/medline SP - 6262 EP - 5 JF - Organic letters JO - Org Lett VL - 15 IS - 24 N2 - A highly regioselective functionalization of indole at the C-4 position by employing an aldehyde functional group as a directing group, and Ru as a catalyst, under mild reaction conditions (open flask) has been uncovered. This strategy to synthesize 4-substituted indoles is important, as this class of privileged molecules serves as a precursor for ergot alkaloids and related heterocyclic compounds. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/24274038/Regioselective_synthesis_of_4_substituted_indoles_via_C_H_activation:_a_ruthenium_catalyzed_novel_directing_group_strategy_ DB - PRIME DP - Unbound Medicine ER -