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Concise Synthesis of Annulated Pyrido[3,4-b]indoles via Rh(I)-Catalyzed Cyclization.
Organic Letters (2015)
  • Jonathan G. Varelas
  • Satyam Khanal
  • Michael A O'Donnell
  • Seann P. Mulcahy
Abstract
The synthesis of pyridines bearing multiple ring fusions poses a considerable challenge for organic chemists. To address this problem, we describe the synthesis of a small library of pyrido[3,4-b]indoles via an efficient, five-step sequence. The key transformation is a Rh(I)-catalyzed [2 + 2 + 2] cyclization that forms three rings in one reaction flask. Our method is high yielding, accommodates a variety of functional groups, and suffers no entropic costs as ring size increases.
Disciplines
Publication Date
November, 2015
DOI
10.1021/acs.orglett.5b02807
Citation Information
Jonathan G. Varelas, Satyam Khanal, Michael A O'Donnell and Seann P. Mulcahy. "Concise Synthesis of Annulated Pyrido[3,4-b]indoles via Rh(I)-Catalyzed Cyclization." Organic Letters Vol. 17 Iss. 21 (2015) p. 5521 - 5514 ISSN: 1523-7060
Available at: http://works.bepress.com/seann_mulcahy/12/