Direct Synthesis of Quinolines via Co(III)-Catalyzed and DMSO-Involved C-H Activation/Cyclization of Anilines with Alkynes.
Org Lett. 2018 02 02; 20(3):566-569.OL

Abstract

A unique Co(III)-catalyzed and DMSO-involved C-H activation/cyclization of simple, cheap, and easily available anilines with alkynes for direct and highly efficient synthesis of privileged quinolines with exclusive regioselectivity and broad substrate/functional group tolerance and in good to excellent yields, where DMSO was employed as both the solvent and the C1 building block of quinoline products, is reported. Mechanistic experiments revealed that the versatile reaction might employ the 2-vinylbenzenamine species as the active intermediate.

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Authors+Show Affiliations

Xu X

College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University , Nanyang 473061, China.

Yang Y

Key Laboratory of Molecular Clinical Pharmacology & Fifth Affiliated Hospital, Guangzhou Medical University , Guangzhou, Guangdong 511436, China.

Zhang X

College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University , Nanyang 473061, China.

Yi W

Key Laboratory of Molecular Clinical Pharmacology & Fifth Affiliated Hospital, Guangzhou Medical University , Guangzhou, Guangdong 511436, China.

Pub Type(s)

Journal Article

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

Language

eng

PubMed ID

29323496

Citation

Xu, Xuefeng, et al. "Direct Synthesis of Quinolines Via Co(III)-Catalyzed and DMSO-Involved C-H Activation/Cyclization of Anilines With Alkynes." Organic Letters, vol. 20, no. 3, 2018, pp. 566-569.

Xu X, Yang Y, Zhang X, et al. Direct Synthesis of Quinolines via Co(III)-Catalyzed and DMSO-Involved C-H Activation/Cyclization of Anilines with Alkynes. Org Lett. 2018;20(3):566-569.

Xu, X., Yang, Y., Zhang, X., & Yi, W. (2018). Direct Synthesis of Quinolines via Co(III)-Catalyzed and DMSO-Involved C-H Activation/Cyclization of Anilines with Alkynes. Organic Letters, 20(3), 566-569. https://doi.org/10.1021/acs.orglett.7b03673

Xu X, et al. Direct Synthesis of Quinolines Via Co(III)-Catalyzed and DMSO-Involved C-H Activation/Cyclization of Anilines With Alkynes. Org Lett. 2018 02 2;20(3):566-569. PubMed PMID: 29323496.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - Direct Synthesis of Quinolines via Co(III)-Catalyzed and DMSO-Involved C-H Activation/Cyclization of Anilines with Alkynes. AU - Xu,Xuefeng, AU - Yang,Yurong, AU - Zhang,Xu, AU - Yi,Wei, Y1 - 2018/01/11/ PY - 2018/1/13/pubmed PY - 2018/1/13/medline PY - 2018/1/12/entrez SP - 566 EP - 569 JF - Organic letters JO - Org Lett VL - 20 IS - 3 N2 - A unique Co(III)-catalyzed and DMSO-involved C-H activation/cyclization of simple, cheap, and easily available anilines with alkynes for direct and highly efficient synthesis of privileged quinolines with exclusive regioselectivity and broad substrate/functional group tolerance and in good to excellent yields, where DMSO was employed as both the solvent and the C1 building block of quinoline products, is reported. Mechanistic experiments revealed that the versatile reaction might employ the 2-vinylbenzenamine species as the active intermediate. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/29323496/Direct_Synthesis_of_Quinolines_via_Co_III__Catalyzed_and_DMSO_Involved_C_H_Activation/Cyclization_of_Anilines_with_Alkynes_ DB - PRIME DP - Unbound Medicine ER -

Tags

Direct Synthesis of Quinolines via Co(III)-Catalyzed and DMSO-Involved C-H Activation/Cyclization of Anilines with Alkynes.Org Lett. 2018 02 02; 20(3):566-569.OL