1375478-95-7Relevant academic research and scientific papers
Cu-catalyzed in situ generation of thiol using xanthate as a thiol surrogate for the one-pot synthesis of benzothiazoles and benzothiophenes
Prasad,Sekar
supporting information, p. 1659 - 1665 (2013/03/28)
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.
Catalytic generation of arynes and trapping by nucleophilic addition and iodination
Hamura, Toshiyuki,Chuda, Yu,Nakatsuji, Yuya,Suzuki, Keisuke
supporting information; experimental part, p. 3368 - 3372 (2012/06/18)
A fair exchange: In the title reaction, alkynyllithium serves as an initiator for benzyne generation through an iodine-lithium exchange (see scheme; Tf=trifluoromethanesulfonyl). When performed in the presence of stoichiometric amounts of a nucleophile, the generated benzyne undergoes attack by lithio nucleophiles to generate aryllithium, which is then iodinated by iodoalkyne to give the iodoarenes 1. Copyright
