4.4 Article

Convenient one-step synthesis of a medicinally relevant benzopyranopyridine system

Journal

TETRAHEDRON LETTERS
Volume 47, Issue 52, Pages 9309-9312

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.10.110

Keywords

multicomponent reaction; privileged medicinal scaffold; drug-like heterocycle

Funding

  1. NCI NIH HHS [R15 CA099957, R15 CA099957-01] Funding Source: Medline
  2. NCRR NIH HHS [P20 RR016480, P20 RR016480-06] Funding Source: Medline

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Benzopyrano[2,3-b]pyridine is an important privileged medicinal scaffold. A three-component reaction of salicylalde-hydes, thiols and 2 equiv of malononitrile that leads to the formation of a series of compounds incorporating 2,4-diamino-3cyano-5-sulfanylbenzopyrano[2,3-b]pyridine framework is described. A proposed mechanism with the supporting experimental data is presented. (c) 2006 Elsevier Ltd. All rights reserved.

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