Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU), 2-3-10 Kanda-Surugadai,, Chiyoda-ku, Tokyo 101-0062, Japan.
Org Lett. 2021 Mar 5;23(5):1868-1873. doi: 10.1021/acs.orglett.1c00279. Epub 2021 Feb 19.
An efficient method to generate aryne intermediates from -iodoaryl triflates triggered by triethylsilane and cesium fluoride is disclosed. This method realized the acylalkylation of arynes using easily available -iodoaryl triflate-type precursors, which was difficult when using conventional nucleophilic activators. A wide range of (hetero)arenes including various fused benzothiazoles were successfully synthesized from -iodoaryl triflates by virtue of their good accessibility and divergent transformations of aryne intermediates.
本文公开了一种通过三乙硅烷和氟化铯引发碘代芳基三氟甲磺酸酯生成芳炔中间体的有效方法。该方法实现了使用易得的碘代芳基三氟甲磺酸酯型前体进行芳炔的酰基烷基化，这在使用传统亲核活化剂时是困难的。通过芳炔中间体的良好可及性和发散转化，从碘代芳基三氟甲磺酸酯中成功合成了包括各种稠合苯并噻唑在内的多种（杂）芳基。
