Sonogashira is a Pd-catalyzed cross-coupling reaction of terminal alkynes with aryl or alkenyl halides in the presence of co-catalyst cuprous iodide and a strong base. Sonogashira coupling is the main pathway for the synthesis of aryl alkynes and conjugated enynes. It gained its importance because of its simplicity and mild reaction conditions. In our research we developed a new optimized method to perform Sonogashira coupling reaction of diaryl tellurides with terminal alkynes. The coupling of diaryl tellurides and terminal alkynes was performed using Pd(dppf)Cl2 as a catalyst, CuI as a co-catalyst in the presence of K2CO3 in DMSO. The reactions were carried out at room temperature and completed within 2 h when phenyl acetylene was used as a terminal alkyne. For other alkynes, such as 1-hexyne and 1-octyne, an elevated temperature and longer reaction time were needed for the completion of the reactions. This process resulted in good yields of Sonogashira coupling products at mild reaction conditions.

Palladium-catalyzed Sonogashira reactions of diaryltellurides

251st National Meeting (2016)

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