American Chemical Society
jo9b01619_si_003.cif (3.13 MB)

Regio- and Stereoselective Synthesis of Thiazole-Containing Triarylethylenes by Hydroarylation of Alkynes

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posted on 2019-08-21, 12:13 authored by Woohyeong Lee, Changhoon Shin, Soo Eun Park, Jung Min Joo
Thiazole-containing π-conjugated moieties are important structural units in the development of new electronic and photochromic materials. We have developed a Pd-catalyzed syn-hydroarylation reaction of diaryl alkynes with thiazoles that provides access to thiazole-containing triarylethylenes. Pd­(II) complexes derived from Pd(0) species and carboxylic acids facilitated C–H functionalization of the unsubstituted thiazole with high C5 selectivity. The catalytic system was also compatible with other azoles, such as oxazoles and a pyrazole, allowing the stereoselective syntheses of various trisubstituted olefins.