Bulletin of the Korean Chemical Society

  • 제34권10호
  • /
  • Pages.3027-3032
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  • 2013
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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An Efficient Synthesis of Poly-Substituted Phenols and Pyridines from Morita-Baylis-Hillman Acetates and Diethyl Oxalacetate

  • Yu, Jin (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Ko Hoon (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Lee, Hyun Ju (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Jae Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
  • 투고 : 2013.06.27
  • 심사 : 2013.07.22
  • 발행 : 2013.10.20
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초록

Various phenol derivatives were synthesized in a one-pot reaction from MBH acetates and sodium diethyl oxalacetate via a [4C+2C] cyclization protocol. In addition, some pyridine derivatives could also be synthesized using the same starting materials, by isolating the $S_N2^{\prime}$ reaction intermediate and performing the cyclization with $NH_4OAc$.

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참고문헌

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  1. Domino reaction of cyclic sulfamidate imines with Morita–Baylis–Hillman acetates promoted by DABCO: a metal-free approach to functionalized nicotinic acid derivatives vol.15, pp.15, 2017, https://doi.org/10.1039/C7OB00240H
  2. ChemInform Abstract: An Efficient Synthesis of Poly-Substituted Phenols and Pyridines from Morita-Baylis-Hillman Acetates and Diethyl Oxalacetate. vol.45, pp.9, 2014, https://doi.org/10.1002/chin.201409169
  3. Access to 4,6-Diarylpicolinates via a Domino Reaction of Cyclic Sulfamidate Imines with Morita–Baylis–Hillman Acetates of Nitroolefins/Nitrodienes vol.81, pp.10, 2013, https://doi.org/10.1021/acs.joc.6b00472
  4. Metal- and Solvent-Free Approach to Diversely Substituted Picolinates via Domino Reaction of Cyclic Sulfamidate Imines with β,γ-Unsaturated α-Ketocarbonyls vol.82, pp.20, 2013, https://doi.org/10.1021/acs.joc.7b01792
  5. DABCO- and DBU-promoted one-pot reaction of N -sulfonyl ketimines with Morita–Baylis–Hillman carbonates: a sequential approach to (2-hydroxyaryl)nicotinate derivatives vol.14, pp.None, 2013, https://doi.org/10.3762/bjoc.14.254