4.7 Article

Synthesis of Spiro[indazole-3,3′-indolin]-2′-ones via [3+2] Dipolar Cycloaddition of Arynes with 3-Diazoindolin-2-ones and Indazolo[2,3-c]quinazolin-6(5H)-ones by Subsequent Thermal Isomerization

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 15, Pages 8228-8233

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00990

Keywords

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Funding

  1. NSFC [21472072, 21302077, 21290183]
  2. Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) [IRT_15R28]
  3. FRFCU [lzujbky-2016-ct02, lzujbky-2014-188]

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An efficient protocol for facile construction of spiro[indazole-3,3'-indolin]-2'-ones was developed via [3 + 2] dipolar cycloaddition of arynes with 3-diazoindolin-2-ones under mild conditions in excellent yields. Subsequent thermal isomerization of the spiro[indazole-3,3'-indolin]-2'-ones readily afforded indazolo[2,3-c]quinazolin-6(5H)-ones.

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