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Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.
J Am Chem Soc. 2015 Feb 04; 137(4):1408-11.JA

Abstract

Herein we report a [5 + 2 - 1] transformation though catalytic decarbonylative coupling between isatins and alkynes, which provides a unique way to synthesize 2-quinolinone derivatives. A broad range of alkynes can be coupled efficiently with high regioselectivity. This reaction is proposed to go through C-C activation of isatins, followed by decarbonylation and alkyne insertion. Directing group (DG) plays a critical role in this transformation. Assisted by the DG, the C-C cleavage of isatins occurs at room temperature.

Authors+Show Affiliations

Department of Chemistry, University of Texas at Austin , Austin, Texas 78712, United States.No affiliation info available

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

25569352

Citation

Zeng, Rong, and Guangbin Dong. "Rh-Catalyzed Decarbonylative Coupling With Alkynes Via C-C Activation of Isatins." Journal of the American Chemical Society, vol. 137, no. 4, 2015, pp. 1408-11.
Zeng R, Dong G. Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins. J Am Chem Soc. 2015;137(4):1408-11.
Zeng, R., & Dong, G. (2015). Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins. Journal of the American Chemical Society, 137(4), 1408-11. https://doi.org/10.1021/ja512306a
Zeng R, Dong G. Rh-Catalyzed Decarbonylative Coupling With Alkynes Via C-C Activation of Isatins. J Am Chem Soc. 2015 Feb 4;137(4):1408-11. PubMed PMID: 25569352.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins. AU - Zeng,Rong, AU - Dong,Guangbin, Y1 - 2015/01/15/ PY - 2015/1/9/entrez PY - 2015/1/9/pubmed PY - 2015/9/25/medline SP - 1408 EP - 11 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 137 IS - 4 N2 - Herein we report a [5 + 2 - 1] transformation though catalytic decarbonylative coupling between isatins and alkynes, which provides a unique way to synthesize 2-quinolinone derivatives. A broad range of alkynes can be coupled efficiently with high regioselectivity. This reaction is proposed to go through C-C activation of isatins, followed by decarbonylation and alkyne insertion. Directing group (DG) plays a critical role in this transformation. Assisted by the DG, the C-C cleavage of isatins occurs at room temperature. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/25569352/Rh_Catalyzed_decarbonylative_coupling_with_alkynes_via_C_C_activation_of_isatins_ L2 - https://doi.org/10.1021/ja512306a DB - PRIME DP - Unbound Medicine ER -
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