Synthesis Of Pyridone Derivatives By α-Oxo Ketene Dithioacetals In The Condition Of Copper Catalysts

Thanks to the publication of Ullmann reaction, copper-catalyzed coupling reactionwas presented at the beginning of the last century. So far, sorts of the copper catalyzedcoupling reactions have made up the most commonly used and the most effectivemethods for the formation of C-C bond and C-hetero bond. As a catalyst, copper has theadvantages of easy preparation, high stability, low toxicity and low cost. Simultaneously,copper-catalyzed coupling reactions usually show simple synthetic steps, high reactionregioselectivities, wide application ranges, moderate conditions and high yields.On the other hand, α-Oxo ketene dithioacetals have been recognized since α-benzoyldimethylsulfide was synthesized successfully in1910. With a variety of characteristicfunctional groups, numerous reaction sites, easy availabilities, α-oxo ketene dithioacetalshave attracted significant attention. Now, α-oxo ketene dithioacetals are importantintermediates for modern organic synthesis chemistry, widely used in medicinal chemistryand materials chemistry. Predictably, α-oxo ketene dithioacetals will play a more andmore important role in organic synthesis in the future.Depending on completed work, this paper mainly discusses the coupling cyclizationreactions between the reduction products of α-oxo ketene dithioacetals andacetoacetanilide compounds via copper catalytic, aiming at exploring new syntheticroutes and expanding the types of compounds. As a result, a series of pyridone derivativeswere synthesized. Meanwhile, applications of α-oxo ketene dithioacetals in organicsynthesis, and synthetic methods of pyridine, were further developed. As follows:1. Four kinds of α-Oxo ketene dithioacetals and eight kinds of substitutedacetoacetanilides were synthesized according to literatures.2. The C-C double bond of the above α-Oxo ketene dithioacetals were reduced underacidic conditions.3. In the conditions of copper-catalyzed, twelve kinds of substituted pyridonecompounds were synthesized by above reduced α-Oxo ketene dithioacetals and acetoacetanilide compounds.