Department of Organic Chemistry, Chemical Technological Faculty, Samara State Technical University , 244 Molodogvardeyskaya St., Samara 443100, Russian Federation.
Organic Chemistry Department, Faculty of Science, RUDN University , 6 Miklukho-Maklaya St., Moscow 117198, Russian Federation.
J Org Chem. 2017 Feb 3;82(3):1517-1528. doi: 10.1021/acs.joc.6b02716. Epub 2017 Jan 25.
A simple and efficient method for the synthesis of 4H-chromenes and 1H-benzo[f]chromenes containing a trifluoroacetyl or aroyl group in the pyran ring from o-quinone methide precursors and push-pull enaminoketones has been developed. The chromenes are presumably formed through an initial oxa-Diels-Alder reaction, followed by an elimination of amine. The possibility of further transformations of given chromenes to o-hydroxybenzylated pyrazoles, isoxazoles, and pyridines has been demonstrated.
一种简单高效的方法，用于从邻醌甲醚前体和推拉烯胺酮合成含有三氟乙酰基或芳酰基的 4H-色烯和 1H-苯并[f]色烯。色烯可能是通过初始的氧杂-Diels-Alder 反应形成的，然后胺消除。还证明了给定色烯进一步转化为邻羟苄基吡唑、异恶唑和吡啶的可能性。
