Unique cascade ring-opening/cyclization reaction of azlactones and DBU or DBN: Synthesis of new pyrrolam A analogues |
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| Authors: | Golnaz Parhizkar Ahmad Reza Khosropour Iraj Mohammadpoor-Baltork Elahehnaz Parhizkar Hadi Amiri Rudbari |
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| Institution: | 1. Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran;2. Department of Pharmaceutics, School of Pharmacy, Shiraz University of Medical Sciences, Shiraz 71468-64685, Iran |
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| Abstract: | 1-Azabicyclo3.3.0]oct-3-en-2-one derivatives were synthesized efficiently through the facile cascade reaction of 1,8-diazabicyclo5.4.0]undec-7-ene (DBU) or 1,5-diazabicyclo4.3.0]non-5-ene (DBN) with arylidene azlactones. This research provides a straightforward procedure for the synthesis of a novel class of multicyclic semi-alkaloids which shows good antimicrobial activity. Under catalyst-free, mild, and solventless condition, a wide range of fused tricyclic derivatives was obtained in high yields. |
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| Keywords: | Azlactone Pyrrolam A analogue DBU DBN Solvent-free |
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