Department of Chemistry, Indian Institute of Technology Madras, Chennai, Tamil Nadu-600 036, India.
Org Biomol Chem. 2013 Feb 13;11(10):1659-65. doi: 10.1039/c3ob26915a.
A new copper-catalyzed in situ generation of aryl thiolates strategy was successfully developed for the one-pot synthesis of substituted benzothiazoles from 2-iodoanilides using xanthate as a thiol precursor. A wide range of 2-iodoanilides with both electron-releasing and electron-withdrawing groups produced the corresponding benzothiazoles in good yields. Further, this one-pot protocol was successfully utilized for the synthesis of a potent antitumor agent 2-(3,4-dimethoxyphenyl)-5-fluorobenzo[d]thiazole (PMX 610). Finally, the copper-catalyzed in situ generation of aryl thiolates strategy was successfully applied for the domino synthesis of substituted benzothiophenes from o-haloalkynyl benzenes using xanthate as a thiol precursor.
一种新的铜催化原位生成芳基硫醇策略被成功开发，用于通过黄原酸盐作为硫醇前体从 2-碘代苯胺一锅合成取代的苯并噻唑。具有供电子和吸电子基团的各种 2-碘代苯胺都以良好的收率得到了相应的苯并噻唑。此外，该一锅法反应成功地用于合成有效的抗肿瘤剂 2-(3,4-二甲氧基苯基)-5-氟苯并[d]噻唑(PMX 610)。最后，铜催化原位生成芳基硫醇策略被成功地应用于通过黄原酸盐作为硫醇前体从邻卤代炔基苯合成取代的苯并噻吩的多米诺合成。
