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Rh-Catalyzed Construction of Quinolin-2(1H)-ones via C-H Bond Activation of Simple Anilines with CO and Alkynes.
J Am Chem Soc. 2015 Jul 29; 137(29):9246-9.JA

Abstract

A novel and efficient Rh-catalyzed carbonylation and annulation of simple anilines with CO and alkynes through N-H and C-H bond activation for the direct synthesis of quinolin-2(1H)-ones has been developed. Simple anilines without preactivation, broad substrate scope with hetero/polycycles, and high-value products make this protocol very practical and attractive. A key rhodacycle complex was isolated and well-characterized.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Li X
†State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Xue Yuan Road 38, Beijing 100191, China.
Li X
†State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Xue Yuan Road 38, Beijing 100191, China.
Jiao N
†State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Xue Yuan Road 38, Beijing 100191, China. ‡State Key Laboratory of Elemento-organic Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, China.

MeSH

AlkynesAniline CompoundsCarbonCarbon MonoxideCatalysisHydrogenQuinolonesRhodium

Pub Type(s)

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

Language

eng

PubMed ID

26186178

Citation

Li, Xinyao, et al. "Rh-Catalyzed Construction of Quinolin-2(1H)-ones Via C-H Bond Activation of Simple Anilines With CO and Alkynes." Journal of the American Chemical Society, vol. 137, no. 29, 2015, pp. 9246-9.
Li X, Li X, Jiao N. Rh-Catalyzed Construction of Quinolin-2(1H)-ones via C-H Bond Activation of Simple Anilines with CO and Alkynes. J Am Chem Soc. 2015;137(29):9246-9.
Li, X., Li, X., & Jiao, N. (2015). Rh-Catalyzed Construction of Quinolin-2(1H)-ones via C-H Bond Activation of Simple Anilines with CO and Alkynes. Journal of the American Chemical Society, 137(29), 9246-9. https://doi.org/10.1021/jacs.5b05843
Li X, Li X, Jiao N. Rh-Catalyzed Construction of Quinolin-2(1H)-ones Via C-H Bond Activation of Simple Anilines With CO and Alkynes. J Am Chem Soc. 2015 Jul 29;137(29):9246-9. PubMed PMID: 26186178.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rh-Catalyzed Construction of Quinolin-2(1H)-ones via C-H Bond Activation of Simple Anilines with CO and Alkynes. AU - Li,Xinyao, AU - Li,Xinwei, AU - Jiao,Ning, Y1 - 2015/07/21/ PY - 2015/7/18/entrez PY - 2015/7/18/pubmed PY - 2016/5/11/medline SP - 9246 EP - 9 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 137 IS - 29 N2 - A novel and efficient Rh-catalyzed carbonylation and annulation of simple anilines with CO and alkynes through N-H and C-H bond activation for the direct synthesis of quinolin-2(1H)-ones has been developed. Simple anilines without preactivation, broad substrate scope with hetero/polycycles, and high-value products make this protocol very practical and attractive. A key rhodacycle complex was isolated and well-characterized. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/26186178/Rh_Catalyzed_Construction_of_Quinolin_2_1H__ones_via_C_H_Bond_Activation_of_Simple_Anilines_with_CO_and_Alkynes_ DB - PRIME DP - Unbound Medicine ER -