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Indole synthesis by rhodium(III)-catalyzed hydrazine-directed C-H activation: redox-neutral and traceless by N-N bond cleavage.
Angew Chem Int Ed Engl. 2013 Nov 18; 52(47):12426-9.AC

Abstract

Fishing for complements! There is an alternative to the useful Fischer indole synthesis. The new method utilizes the same retrosynthetic disconnection but is based on a Rh(III) -catalyzed directed CH activation step and a successive coupling with alkynes.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Zhao D
Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Corrensstrasse 40, 48149 Münster (Germany) http://www.uni-muenster.de/Chemie.oc/glorius/index.html.
Shi Z
No affiliation info available
Glorius F
No affiliation info available

MeSH

CarbonCatalysisCyclizationHydrazinesHydrogenIndolesNitrogenOxidation-ReductionRhodium

Pub Type(s)

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

Language

eng

PubMed ID

24222579

Citation

Zhao, Dongbing, et al. "Indole Synthesis By rhodium(III)-catalyzed Hydrazine-directed C-H Activation: Redox-neutral and Traceless By N-N Bond Cleavage." Angewandte Chemie (International Ed. in English), vol. 52, no. 47, 2013, pp. 12426-9.
Zhao D, Shi Z, Glorius F. Indole synthesis by rhodium(III)-catalyzed hydrazine-directed C-H activation: redox-neutral and traceless by N-N bond cleavage. Angew Chem Int Ed Engl. 2013;52(47):12426-9.
Zhao, D., Shi, Z., & Glorius, F. (2013). Indole synthesis by rhodium(III)-catalyzed hydrazine-directed C-H activation: redox-neutral and traceless by N-N bond cleavage. Angewandte Chemie (International Ed. in English), 52(47), 12426-9. https://doi.org/10.1002/anie.201306098
Zhao D, Shi Z, Glorius F. Indole Synthesis By rhodium(III)-catalyzed Hydrazine-directed C-H Activation: Redox-neutral and Traceless By N-N Bond Cleavage. Angew Chem Int Ed Engl. 2013 Nov 18;52(47):12426-9. PubMed PMID: 24222579.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Indole synthesis by rhodium(III)-catalyzed hydrazine-directed C-H activation: redox-neutral and traceless by N-N bond cleavage. AU - Zhao,Dongbing, AU - Shi,Zhuangzhi, AU - Glorius,Frank, Y1 - 2013/09/25/ PY - 2013/07/12/received PY - 2013/11/14/entrez PY - 2013/11/14/pubmed PY - 2014/6/15/medline KW - CH activation KW - heteroarenes KW - indoles KW - oxidizing directing groups KW - rhodium catalysis SP - 12426 EP - 9 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 52 IS - 47 N2 - Fishing for complements! There is an alternative to the useful Fischer indole synthesis. The new method utilizes the same retrosynthetic disconnection but is based on a Rh(III) -catalyzed directed CH activation step and a successive coupling with alkynes. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/24222579/Indole_synthesis_by_rhodium_III__catalyzed_hydrazine_directed_C_H_activation:_redox_neutral_and_traceless_by_N_N_bond_cleavage_ DB - PRIME DP - Unbound Medicine ER -