These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


Pubmed for Handhelds

PUBMED FOR HANDHELDS

Search MEDLINE/PubMed

  • Title: DDQ-mediated oxidative coupling: an approach to 2,3-dicyanofuran (thiophene).
    Author: Wang ZL, Li HL, Ge LS, An XL, Zhang ZG, Luo X, Fossey JS, Deng WP.
    Journal: J Org Chem; 2014 Feb 07; 79(3):1156-65. PubMed ID: 24428373.
    Abstract:
    A facile oxidative coupling of α-carbonyl radicals to 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) for the synthesis of 2,3-dicyanofurans and thiophenes starting from readily available β-diketones, simple ketones, and β-keto thioamides in up to 95% yield in one step was developed. Mechanistic investigations revealed that a radical process could be involved in this transformation, and a water promoted C-C bond cleavage pathway is proposed for the formation of 2,3-dicyanofurans and thiophenes.
    [Abstract] [Full Text] [Related] [New Search]