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Li J, Zhang J, Yang H, et al. A Green Aerobic Oxidative Synthesis of Pyrrolo[1,2-a]quinoxalines from Simple Alcohols without Metals and Additives. J Org Chem. 2016;82(1):765-769doi: 10.1021/acs.joc.6b02501.
Li, J., Zhang, J., Yang, H., Gao, Z., & Jiang, G. (2017). A Green Aerobic Oxidative Synthesis of Pyrrolo[1,2-a]quinoxalines from Simple Alcohols without Metals and Additives. The Journal of organic chemistry, 82(1), 765-769. https://doi.org/10.1021/acs.joc.6b02501
Li, Jixing, et al. "A Green Aerobic Oxidative Synthesis of Pyrrolo[1,2-a]quinoxalines from Simple Alcohols without Metals and Additives." The Journal of organic chemistry vol. 82,1 (2017): 765-769. doi: https://doi.org/10.1021/acs.joc.6b02501
Li J, Zhang J, Yang H, Gao Z, Jiang G. A Green Aerobic Oxidative Synthesis of Pyrrolo[1,2-a]quinoxalines from Simple Alcohols without Metals and Additives. J Org Chem. 2017 Jan 06;82(1):765-769. doi: 10.1021/acs.joc.6b02501. Epub 2016 Dec 08. PMID: 28056510.
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J Org Chem. 2017 Jan 06;82(1):765-769. doi: 10.1021/acs.joc.6b02501. Epub 2016 Dec 08.

A Green Aerobic Oxidative Synthesis of Pyrrolo[1,2-a]quinoxalines from Simple Alcohols without Metals and Additives.

The Journal of organic chemistry

Jixing Li, Jinlong Zhang, Huameng Yang, Zeng Gao, Gaoxi Jiang

Affiliations

  1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences , Lanzhou 730000, P. R. China.
  2. University of Chinese Academy of Sciences , Beijing 100049, P. R. China.

PMID: 28056510 DOI: 10.1021/acs.joc.6b02501

Abstract

A practical and concise protocol for the efficient preparation of pyrrolo[1,2-a]quinoxalines through a cascade of alcohol oxidation/imine formation/intramolecular cyclization/oxidative dehydrogenation has been established. A series of substituted pyrrolo[1,2-a]quinoxaline derivatives were constructed readily in yields of 53-93% from the cheap primary alcohols by using dioxygen as the terminal oxidant. Remarkably, the fact that no extra metals and additives were necessary makes this unprecedented aerobic oxidation process highly step- and atom-economical. The usefulness of this transformation was further demonstrated with the gram-scale synthesis of compound 3aa under standard conditions.

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