Access to Substituted Thiophenes through Xanthate-Mediated Vinyl C(sp2)-Br Bond Cleavage and Heterocyclization of Bromoenynes
Guoling Huang, Jian Li, Jianrong Li, Jiaming Li, Minghua Sun, Peng Zhou, Lu Chen, Yubing Huang, Shaohua Jiang* and Yibiao Li*
*School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong Province 529090, China, Email: wyuchemjsh126.com, Leeyib268126.com
G. Huang, J. Li, J. Li, J. Li, M. Sun, P. Zhou, L. Chen, Y. Huang, S. Jiang, Y. Li, J. Org. Chem., 2020, 85, 13037-13049.
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In an environmentally sustainable strategy for the chemoselective heterocyclization of bromoenynes through a sulfuration/cyclization process, inexpensive and safe EtOCS2K is used as a thiol surrogate and tetrabutylphosphonium bromide and H2O as a mixed solvent. This transition-metal-free reaction provides a range of substituted thiophenes in good yields.
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J. Li, Y. Liu, Z. Chen, J. Li, j. Li, X. Ji, L. Chen, Y. Huang, Q. Liu, Y. Li, J. Org. Chem., 2022, 87, 3555-3566.