Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149, Münster, Germany.
Angew Chem Int Ed Engl. 2019 Jul 15;58(29):9836-9840. doi: 10.1002/anie.201903668. Epub 2019 Jun 6.
The diversity-oriented desulfonylative functionalization of alkyl allyl sulfones with various sulfone-type reagents by radical chemistry has been developed. The readily installed allylsulfonyl moiety acts as a C-radical precursor, which is substituted by various functionalities using sulfur-based radical trapping reagents. The generality of this approach is documented by the successful desulfonylative alkynylation, azidation, trifluoromethylthiolation, sulfenylation, trifluoromethylselenylation, halogenation, and deuteration. The method is compatible with a wide range of functional groups. Considering the deuteration, products are obtained in good yields with a high level of deuterium incorporation.
发展了通过自由基化学对各种砜型试剂的烷基烯丙基砜进行导向去磺酰基官能化的方法。已安装的烯丙基砜部分作为 C-自由基前体，通过使用基于硫的自由基捕获试剂用各种官能团取代。该方法通过成功的去磺酰基炔基化、叠氮化、三氟甲硫基化、亚磺化、三氟甲硒基化、卤化和氘化来证明其通用性。该方法与广泛的官能团兼容。考虑到氘化，产物以高氘掺入水平获得了良好的产率。
