1346892-84-9Relevant academic research and scientific papers
Microwave-promoted Morita-Baylis-Hillman reactions: Efficient synthesis of new monoacylglycerols (MAGs) as potential anti-parasitic compounds
Sousa, Suervy C. O.,Junior, Claudio G. L.,Silva, Fábio P. L.,Andrade, Natália G.,Barbosa, Ticiano P.,Vasconcellos, Mário L. A. A.
, p. 1634 - 1643 (2011)
In this article we describe microwave irradiation promoting the synthesis of a hydrophilic monoacylglycerol, MAG, by hydrolysis of acrylate (15 min, 100%). After, MAG was transformed in hydrophilic Morita-Baylis-Hillman adducts (MBHA), (54-82%, pathway 1). In pathway 2, the different lipophilic MBHAs were prepared in high yields (90-100%) and transformed on hydrophilic MBHA, in 70-90%. Through the high temperature synthesis of one MBHA, a unprecedented indolizine formation was detected by GC-MS,. All results are in agreement with the new unified mechanism to the Morita-Baylis-Hillman reaction. These new monoacylglycerols, as well the its synthetic precursors, are new potential antiparasitic compounds. 2011 Sociedade Brasileira de Qui?mica.
