Selvaraju Manikandan, Sun Chung-Ming
Department of Applied Chemistry, National Chiao-Tung University , 1001 Ta-Hseuh Road, Hsinchu 300-10, Taiwan.
ACS Comb Sci. 2015 Mar 9;17(3):182-9. doi: 10.1021/co500152s. Epub 2015 Jan 22.
A novel and highly chemoselective protocol for the construction of thioxoimidazolidinone and aminoimidazolone frameworks was explored, and the influence of the reaction conditions on product formation was studied to establish two distinct approaches for their selective formation. In this one-pot reaction, ambient temperature generally resulted in the formation of thioxoimidazolidinones, whereas microwave irradiation provided aminoimidazolones exclusively. An attempt to elucidate the observed chemoselectivity is described, and the products were confirmed by X-ray studies. One-pot synthesis toward Leucettamine B, a marine alkaloid, was achieved on the basis of this protocol.
探索了一种用于构建硫代咪唑烷酮和氨基咪唑酮骨架的新颖且具有高度化学选择性的方法，并研究了反应条件对产物形成的影响，以建立两种不同的选择性形成方法。在这个一锅法反应中，常温通常导致硫代咪唑烷酮的形成，而微波辐射则仅生成氨基咪唑酮。描述了阐明观察到的化学选择性的尝试，并通过X射线研究对产物进行了确认。基于该方法实现了对海洋生物碱亮胺菌素B的一锅法合成。
