Synthesis of cyclic thioethers through tandem C(sp3)-S and C(sp2)-S bond formations from alpha,beta'-dichloro vinyl ketones |
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Authors: | Oh Kyungsoo Kim Hyunjung Cardelli Francesco Bwititi Tamayi Martynow Anna M |
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Institution: | Department of Chemistry and Chemical Biology, Indiana University Purdue University Indianapolis, Indianapolis, Indiana 46202, USA. oh@chem.iupui.edu |
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Abstract: | The synthesis of 5- to 8-memebered cyclic thioethers 4 has been achieved through a simple two-step sequence. The present methodology utilizes the facile Friedel-Crafts acylation of terminal alkynes 1 with acid chlorides 2 followed by tandem C(sp(3))-S and C(sp(2))-S bond formations with NaSH.xH(2)O. |
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