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Palladium-catalyzed difunctionalization of alkynes via C-N and S-N cleavages: a versatile approach to highly functional indoles.
Org Lett. 2014 Oct 03; 16(19):5124-7.OL

Abstract

Palladium-catalyzed intramolecular addition of C-N and S-N bond to alkynes with the migration of functional groups has been achieved. A wide range of functional groups including acyl, pyruvoyl, amide, and sulfonyl groups can migrate smoothly and be conveniently introduced at the C-3 postion of indoles in our catalytic system. The operational simplicity and broad substrate scope demonstrate the great potential of this method for the synthesis of highly functional indoles.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Zhao F
State Key Laboratory of Drug Research, CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
Zhang D
No affiliation info available
Nian Y
No affiliation info available
Zhang L
No affiliation info available
Yang W
No affiliation info available
Liu H
No affiliation info available

MeSH

AlkynesCatalysisCyclizationIndolesMolecular StructurePalladium

Pub Type(s)

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

Language

eng

PubMed ID

25248124

Citation

Zhao, Fei, et al. "Palladium-catalyzed Difunctionalization of Alkynes Via C-N and S-N Cleavages: a Versatile Approach to Highly Functional Indoles." Organic Letters, vol. 16, no. 19, 2014, pp. 5124-7.
Zhao F, Zhang D, Nian Y, et al. Palladium-catalyzed difunctionalization of alkynes via C-N and S-N cleavages: a versatile approach to highly functional indoles. Org Lett. 2014;16(19):5124-7.
Zhao, F., Zhang, D., Nian, Y., Zhang, L., Yang, W., & Liu, H. (2014). Palladium-catalyzed difunctionalization of alkynes via C-N and S-N cleavages: a versatile approach to highly functional indoles. Organic Letters, 16(19), 5124-7. https://doi.org/10.1021/ol5024745
Zhao F, et al. Palladium-catalyzed Difunctionalization of Alkynes Via C-N and S-N Cleavages: a Versatile Approach to Highly Functional Indoles. Org Lett. 2014 Oct 3;16(19):5124-7. PubMed PMID: 25248124.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-catalyzed difunctionalization of alkynes via C-N and S-N cleavages: a versatile approach to highly functional indoles. AU - Zhao,Fei, AU - Zhang,Dengyou, AU - Nian,Yong, AU - Zhang,Lei, AU - Yang,Wei, AU - Liu,Hong, Y1 - 2014/09/23/ PY - 2014/9/24/entrez PY - 2014/9/24/pubmed PY - 2014/12/15/medline SP - 5124 EP - 7 JF - Organic letters JO - Org Lett VL - 16 IS - 19 N2 - Palladium-catalyzed intramolecular addition of C-N and S-N bond to alkynes with the migration of functional groups has been achieved. A wide range of functional groups including acyl, pyruvoyl, amide, and sulfonyl groups can migrate smoothly and be conveniently introduced at the C-3 postion of indoles in our catalytic system. The operational simplicity and broad substrate scope demonstrate the great potential of this method for the synthesis of highly functional indoles. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/25248124/Palladium_catalyzed_difunctionalization_of_alkynes_via_C_N_and_S_N_cleavages:_a_versatile_approach_to_highly_functional_indoles_ DB - PRIME DP - Unbound Medicine ER -