4.4 Article

Direct synthesis of 2-aryl-1,3-benzoselenazoles by reaction of bis(2-aminophenyl) diselenides with aryl aldehydes using sodium metabisulfite

Journal

TETRAHEDRON
Volume 69, Issue 4, Pages 1316-1321

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.11.091

Keywords

1,3-Benzoselenazoles; Diselenides; Aldehydes; Heterocycles; Reducing agent

Funding

  1. CAPES
  2. CNPq
  3. INCT-CMN
  4. FAPERGS [PRONEM 11/2024-9]

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We present here a general and easy method for the synthesis of several 2-aryl-1,3-benzoselenazoles from the reaction of bis(2-aminophenyl) diselenides with different aryl aldehydes, promoted by the non-toxic inorganic reducing agent sodium metabisulfite (Na2S2O5) in DMSO at 120 degrees C. This efficient method furnishes in high yields the corresponding 2-aryl substituted 1,3-benzoselenazoles and tolerates a range of substituents at the aryl ring of aldehydes. The use of focused microwave irradiation decreases drastically the reaction time from 48 to 2 h. (c) 2012 Elsevier Ltd. All rights reserved.

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