TY - JOUR AU - Vaillant, Franck Le AU - Waser, Jérôme PY - 2017/04/26 Y2 - 2024/03/29 TI - Decarboxylative Alkynylation and Cyanation of Carboxylic Acids using Photoredox Catalysis and Hypervalent Iodine Reagents JF - CHIMIA JA - Chimia VL - 71 IS - 4 SE - Scientific Articles DO - 10.2533/chimia.2017.226 UR - https://www.chimia.ch/chimia/article/view/2017_226 SP - 226 AB - Alkynes and nitriles are important functional groups that serve as versatile building blocks in organic synthesis and find applications in material and medicinal sciences. A convenient and straightforward access to both classes of compounds under mild conditions is, therefore, highly desirable. Herein, we disclose the decarboxylative alkynylation and cyanation of broadly available carboxylic acids using photoredox catalysis and hypervalent iodine reagents. Choices of both catalysts and reagents were crucial. Computational and experimental studies revealed two different possible mechanisms that are dictated by the oxidation potential of the reagents: radical for alkynylation, ionic for cyanation. ER -