Department of Process Research and Development, Merck & Co., Inc. , Rahway, New Jersey 07065, United States.
J Am Chem Soc. 2017 Jul 19;139(28):9499-9502. doi: 10.1021/jacs.7b05414. Epub 2017 Jul 5.
Herein is reported the design and application of a reagent for the direct functionalization of pyridines. These reactions occur under mild conditions and exhibit broad functional group tolerance, enabling the late-stage functionalization of drug-like molecules. The reagent can be easily prepared on large scale from inexpensive reagents, and reacts in the title reaction with acetonitrile, sodium chloride, and sodium methanesulfonate as the sole byproducts. Although this Communication focuses primarily on reactions with cyanide as nucleophile, preliminary experiments with other nucleophiles foreshadow the broad reaching synthetic utility of this approach.
本文报道了一种用于吡啶直接官能化的试剂的设计和应用。这些反应在温和条件下进行，具有广泛的官能团容忍性，能够实现类似药物分子的后期官能化。该试剂可以从廉价试剂大规模制备，并且在标题反应中仅与乙腈、氯化钠和甲烷磺酸钠作为副产物反应。虽然本通讯主要关注与氰化物作为亲核试剂的反应，但与其他亲核试剂的初步实验预示了这种方法广泛的合成实用性。
