Synthesis of fused 1,2,3-triazolo-1,3,6-triazonines through copper-catalyzed intramolecular Ullmann cross-coupling reaction

TETRAHEDRON LETTERS

卷:57

Article

do Nascimento, Jose Edmilson R.¹  Goncalves, Loren C. C.¹  Hooyberghs, Geert²  Van der Eycken, Erik V.²  Alves, Diego¹  Lenardao, Eder J.¹  Perin, Gelson¹  Jacob, Raquel G.¹ 

[1] Univ Fed Pelotas UFPel, CCQFA, Lab Sintese Organ Limpa LASOL, POB 354, BR-96010900 Pelotas, RS, Brazil

[2] Univ Leuven KU Leuven, Dept Chem, Lab Organ & Microwave Assisted Chem LOMAC, Celestijnenlaan 200F, B-3001 Leuven, Belgium

关键词: Nitrogen heterocycles;    1,2,3-Triazoles;    Triazonines;    Copper;    Microwave irradiation;   

DOI  :  10.1016/j.tetlet.2016.09.027

来源: Elsevier

【 摘 要 】

We describe here an efficient method to synthesize 1-aryl-15H-dibenzo[d,h][1,2,3]triazolo[1,5-a][1,3,6]-triazonines by copper-catalyzed intramolecular Ullmann cross-coupling reaction. Reactions between a range of 5-iodo-1,2,3-triazoyl benzaldehydes and substituted diaminobenzenes in the presence of a catalytic amount of CuI (5 mol %) in DMSO at 100 degrees C under microwave irradiation have proven to be an efficient way to access new fused 1,2,3-triazolo-1,3,6-triazonines in good to excellent yields. (C) 2016 Elsevier Ltd. All rights reserved.

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