Priebbenow Daniel L, Gable Robert W, Baell Jonathan
†Monash Institute of Pharmaceutical Sciences, Monash University, Parkville, Victoria 3052, Australia.
‡School of Chemistry, University of Melbourne, Melbourne, Victoria 3010, Australia.
J Org Chem. 2015 May 1;80(9):4412-8. doi: 10.1021/acs.joc.5b00250. Epub 2015 Apr 22.
A new method for the regioselective and stereoselective iodoacyloxylation of alkynes has been developed. This protocol utilizes a combination of an iodobenzene dicarboxylate and iodine to functionalize a series of activated and unactivated alkynes in an entirely selective and predictable fashion. The resultant iodo-enol esters were subsequently coupled with boronic acids to afford tetrasubstituted alkene derivatives, which could be further converted to the corresponding 1,1-disubstituted acetophenone.
已开发出一种用于炔烃区域选择性和立体选择性碘酰氧基化的新方法。该方案利用碘苯二甲酸酯和碘的组合，以完全选择性和可预测的方式使一系列活化和未活化的炔烃官能化。所得的碘代烯醇酯随后与硼酸偶联，得到四取代烯烃衍生物，其可进一步转化为相应的1,1-二取代苯乙酮。
