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Synthesis of Polyheteroaromatic Compounds via Rhodium-Catalyzed Multiple C-H Bond Activation and Oxidative Annulation.
Org Lett. 2015 Oct 16; 17(20):5032-5.OL

Abstract

Polyheteroaromatic compounds are potential optoelectronic conjugated materials due to their electro- and photochemical properties. Transition-metal-catalyzed multiple C-H activation and sequential oxidative annulation allows rapidly assembling of those compounds from readily available starting materials. A rhodium-catalyzed cascade oxidative annulation of β-enamino esters or 4-aminocoumarins with internal alkynes is described to access those compounds, featuring multiple C-H/N-H bond cleavages and sequential C-C/C-N bond formations in one pot.

Authors+Show Affiliations

School of Pharmaceutical Engineering & Life Science, and Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University , Changzhou 213164, P. R. China.School of Pharmaceutical Engineering & Life Science, and Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University , Changzhou 213164, P. R. China.School of Pharmaceutical Engineering & Life Science, and Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University , Changzhou 213164, P. R. China.School of Pharmaceutical Engineering & Life Science, and Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University , Changzhou 213164, P. R. China.School of Pharmaceutical Engineering & Life Science, and Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou University , Changzhou 213164, P. R. China.

Pub Type(s)

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

Language

eng

PubMed ID

26439472

Citation

Peng, Shiyong, et al. "Synthesis of Polyheteroaromatic Compounds Via Rhodium-Catalyzed Multiple C-H Bond Activation and Oxidative Annulation." Organic Letters, vol. 17, no. 20, 2015, pp. 5032-5.
Peng S, Liu S, Zhang S, et al. Synthesis of Polyheteroaromatic Compounds via Rhodium-Catalyzed Multiple C-H Bond Activation and Oxidative Annulation. Org Lett. 2015;17(20):5032-5.
Peng, S., Liu, S., Zhang, S., Cao, S., & Sun, J. (2015). Synthesis of Polyheteroaromatic Compounds via Rhodium-Catalyzed Multiple C-H Bond Activation and Oxidative Annulation. Organic Letters, 17(20), 5032-5. https://doi.org/10.1021/acs.orglett.5b02510
Peng S, et al. Synthesis of Polyheteroaromatic Compounds Via Rhodium-Catalyzed Multiple C-H Bond Activation and Oxidative Annulation. Org Lett. 2015 Oct 16;17(20):5032-5. PubMed PMID: 26439472.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of Polyheteroaromatic Compounds via Rhodium-Catalyzed Multiple C-H Bond Activation and Oxidative Annulation. AU - Peng,Shiyong, AU - Liu,Suna, AU - Zhang,Sai, AU - Cao,Shengyu, AU - Sun,Jiangtao, Y1 - 2015/10/06/ PY - 2015/10/7/entrez PY - 2015/10/7/pubmed PY - 2016/2/2/medline SP - 5032 EP - 5 JF - Organic letters JO - Org Lett VL - 17 IS - 20 N2 - Polyheteroaromatic compounds are potential optoelectronic conjugated materials due to their electro- and photochemical properties. Transition-metal-catalyzed multiple C-H activation and sequential oxidative annulation allows rapidly assembling of those compounds from readily available starting materials. A rhodium-catalyzed cascade oxidative annulation of β-enamino esters or 4-aminocoumarins with internal alkynes is described to access those compounds, featuring multiple C-H/N-H bond cleavages and sequential C-C/C-N bond formations in one pot. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/26439472/Synthesis_of_Polyheteroaromatic_Compounds_via_Rhodium_Catalyzed_Multiple_C_H_Bond_Activation_and_Oxidative_Annulation_ L2 - https://doi.org/10.1021/acs.orglett.5b02510 DB - PRIME DP - Unbound Medicine ER -