Pandey Dilip K, Vijaykumar Muniyappa, Punji Benudhar
Organometallic Synthesis and Catalysis Group, Chemical Engineering Division , Academy of Scientific and Innovative Research (AcSIR) , CSIR-National Chemical Laboratory (CSIR-NCL) , Dr. Homi Bhabha Road , Pune 411 008 , Maharashtra , India.
J Org Chem. 2019 Oct 18;84(20):12800-12808. doi: 10.1021/acs.joc.9b01375. Epub 2019 Aug 1.
Nickel-catalyzed regioselective C(2)-H arylation of indoles and pyrroles with aryl chlorides is achieved under neat conditions. This method allows the efficient coupling of diverse aryl chlorides employing a user-friendly and inexpensive Ni(OAc)/dppf catalyst system at 80 °C. Numerous functionalities, such as halides, alkyl ether, fluoro-alkyl ether, and thioether, and substituted amines, including heteroarenes like benzothiazolyl, pyrrolyl, indolyl, and carbazolyl, are well tolerated under the reaction conditions. The preliminary mechanistic study highlights a single-electron transfer (SET) pathway for the arylation reaction.
在纯溶剂条件下实现了镍催化吲哚和吡咯与芳基氯的区域选择性C(2)-H芳基化反应。该方法能在80℃下使用方便且廉价的Ni(OAc)/dppf催化剂体系，高效地实现各种芳基氯的偶联反应。在该反应条件下，许多官能团，如卤化物、烷基醚、氟代烷基醚和硫醚，以及取代胺，包括苯并噻唑基、吡咯基、吲哚基和咔唑基等杂芳烃，都具有良好的耐受性。初步的机理研究突出了芳基化反应的单电子转移（SET）途径。
