Rhodium(III)-catalyzed oxidative alkylation of -aryl-7-azaindoles with cyclopropanols.

Jidan Liu, Jinyuan Jiang, Zhenke Yang, Qiaohai Zeng, Jieying Zheng, Siying Zhang, Liyao Zheng, Shang-Shi Zhang, Zhao-Qing Liu
Author Information
  1. Jidan Liu: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn lzqgzu@gzhu.edu.cn. ORCID
  2. Jinyuan Jiang: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn lzqgzu@gzhu.edu.cn.
  3. Zhenke Yang: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn lzqgzu@gzhu.edu.cn.
  4. Qiaohai Zeng: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn lzqgzu@gzhu.edu.cn.
  5. Jieying Zheng: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn lzqgzu@gzhu.edu.cn.
  6. Siying Zhang: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn lzqgzu@gzhu.edu.cn.
  7. Liyao Zheng: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn lzqgzu@gzhu.edu.cn.
  8. Shang-Shi Zhang: Center for Drug Research and Development, Guangdong Pharmaceutical University, Guangzhou, 510006, P. R. China. ORCID
  9. Zhao-Qing Liu: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn lzqgzu@gzhu.edu.cn. ORCID

Abstract

An efficient Rh(iii)-catalyzed C-H oxidative alkylation of N-aryl-7-azaindoles with cyclopropanols by merging tandem C-H and C-C cleavage was developed. This transformation features mild reaction conditions, high regioselectivity, and excellent functional group compatibility. The resulting β-aryl ketone derivatives can be readily transformed into 7-azaindole-containing π-extended polycyclic heteroarenes.

Word Cloud

Created with Highcharts 10.0.0-catalyzedC-HoxidativealkylationcyclopropanolsefficientRhiiiN-aryl-7-azaindolesmergingtandemC-Ccleavagedevelopedtransformationfeaturesmildreactionconditionshighregioselectivityexcellentfunctionalgroupcompatibilityresultingβ-arylketonederivativescanreadilytransformed7-azaindole-containingπ-extendedpolycyclicheteroarenesRhodiumIII-aryl-7-azaindoles

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