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Article
“Metal-Catalyzed Cyclotrimerization Reactions of Cyanamides: Synthesis of 2-Aryl-a-carbolines
Organic Letters (2020)
  • Kyle M Medas, Providence College
  • Robert W Lesch, Providence College
  • Friendship B Edioma
  • Sean P Wrenn
  • Vincent Ndahayo
  • Seann P. Mulcahy
Abstract
The synthesis of annulated 2-aryl-α-carboline heterocycles is described using transition metal catalysis. A linear strategy is described that uses Rh(I) catalysis to form the α-carboline scaffold by [2+2+2] cyclotrimerization. Alternatively, a tandem catalytic approach using a Pd(II) precatalyst afforded the same target molecules by mediating a Sonogashira reaction and a [2+2+2] cyclotrimerization in the same reaction flask. In each case, nine different 2-aryl-α-carbolines have been prepared in high to modest isolated yields.
Disciplines
Publication Date
April 7, 2020
DOI
https://doi-org.providence.idm.oclc.org/10.1021/acs.orglett.0c00891
Citation Information
Kyle M Medas, Robert W Lesch, Friendship B Edioma, Sean P Wrenn, et al.. "“Metal-Catalyzed Cyclotrimerization Reactions of Cyanamides: Synthesis of 2-Aryl-a-carbolines" Organic Letters Vol. 22 Iss. 8 (2020) p. 3135 - 3139 ISSN: 1523-7060
Available at: http://works.bepress.com/seann_mulcahy/14/