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Efficient regioselective synthesis of indole N-carboximidamides and N-carboximidoates by a sequential Aza-Wittig/Ag(I)-catalyzed cyclization.
J Org Chem. 2009 Sep 04; 74(17):6874-7.JO

Abstract

An efficient Ag(I)-catalyzed regioselective cyclization of (2-alkynylphenyl)guanidine or (2-alkynylphenyl)isourea to indole N-carboximidamides or N-carboximidoates has been developed. The approach has the advantages of high regioselectivity, mild reaction conditions, easily accessible starting materials, and good yields.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Huang NY
Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, Wuhan 430079, People's Republic of China.
Liu MG
No affiliation info available
Ding MW
No affiliation info available

MeSH

AmidesCarbonCatalysisChemistry, OrganicChemistry, PharmaceuticalCrystallography, X-RayCyclizationDrug DesignImidesIndolesModels, ChemicalMolecular StructureSilverTemperatureUrea

Pub Type(s)

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

Language

eng

PubMed ID

19712000

Citation

Huang, Nian-Yu, et al. "Efficient Regioselective Synthesis of Indole N-carboximidamides and N-carboximidoates By a Sequential Aza-Wittig/Ag(I)-catalyzed Cyclization." The Journal of Organic Chemistry, vol. 74, no. 17, 2009, pp. 6874-7.
Huang NY, Liu MG, Ding MW. Efficient regioselective synthesis of indole N-carboximidamides and N-carboximidoates by a sequential Aza-Wittig/Ag(I)-catalyzed cyclization. J Org Chem. 2009;74(17):6874-7.
Huang, N. Y., Liu, M. G., & Ding, M. W. (2009). Efficient regioselective synthesis of indole N-carboximidamides and N-carboximidoates by a sequential Aza-Wittig/Ag(I)-catalyzed cyclization. The Journal of Organic Chemistry, 74(17), 6874-7. https://doi.org/10.1021/jo901362c
Huang NY, Liu MG, Ding MW. Efficient Regioselective Synthesis of Indole N-carboximidamides and N-carboximidoates By a Sequential Aza-Wittig/Ag(I)-catalyzed Cyclization. J Org Chem. 2009 Sep 4;74(17):6874-7. PubMed PMID: 19712000.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Efficient regioselective synthesis of indole N-carboximidamides and N-carboximidoates by a sequential Aza-Wittig/Ag(I)-catalyzed cyclization. AU - Huang,Nian-Yu, AU - Liu,Ming-Guo, AU - Ding,Ming-Wu, PY - 2009/8/29/entrez PY - 2009/8/29/pubmed PY - 2009/12/22/medline SP - 6874 EP - 7 JF - The Journal of organic chemistry JO - J Org Chem VL - 74 IS - 17 N2 - An efficient Ag(I)-catalyzed regioselective cyclization of (2-alkynylphenyl)guanidine or (2-alkynylphenyl)isourea to indole N-carboximidamides or N-carboximidoates has been developed. The approach has the advantages of high regioselectivity, mild reaction conditions, easily accessible starting materials, and good yields. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/19712000/Efficient_regioselective_synthesis_of_indole_N_carboximidamides_and_N_carboximidoates_by_a_sequential_Aza_Wittig/Ag_I__catalyzed_cyclization_ L2 - https://doi.org/10.1021/jo901362c DB - PRIME DP - Unbound Medicine ER -