Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, 79104 Freiburg im, Breisgau, Germany.
Angew Chem Int Ed Engl. 2017 Jul 10;56(29):8422-8425. doi: 10.1002/anie.201704022. Epub 2017 Jun 12.
Rhodium-catalyzed regioselective addition of azlactones to internal alkynes combined with aza-Cope rearrangement provides efficient atom economic access to 2-allyl-3-oxazolin-5-one derivatives. Extension to a triple domino process, in which the above process is combined with in situ azlactone formation starting from amino acids renders this process even more attractive. Subsequent thermolysis of the 2-allyl-3-oxazolines enabled the de novo synthesis of trisubstituted pyridines.
铑催化的氮丙啶酮与内部炔烃的区域选择性加成与氮杂-Cope 重排相结合,为高效原子经济性地获得 2-烯丙基-3-恶唑啉-5-酮衍生物提供了途径。将该过程扩展到三重多米诺过程中,其中上述过程与从氨基酸原位形成氮丙啶酮相结合,使该过程更具吸引力。随后对 2-烯丙基-3-恶唑啉进行热解,可实现三取代吡啶的从头合成。