Gold-Catalyzed Stereoselective Domino Cyclization/Alkynylation of N-Propargylcarboxamides with Benziodoxole Reagents for the Synthesis of AlkynyloxazolinesZhao, X., Tian, B., Yang, Y., Si, X., Mulks, F. F., Rudolph, M., Rominger, F. & Hashmi, A. S. K., 2-Jul-2019, In : Advanced Synthesis & Catalysis. 361, 13, p. 3155-3162 8 p.
Research output: Contribution to journal › Article › Academic › peer-review
A concise and highly stereoselective synthesis of alkynyloxazolines via a gold-catalyzed domino cyclization-alkynylation cascade of N-propargylcarboxamides with benziodoxole reagents is reported. This new protocol, which represents an attractive alternative to two step sequences based on Sonagashira couplings, offers a broad substrate scope, excellent functional group tolerance, and perfect stereoselectivity. A comparison of the computed energies of the isomers of the product suggests kinetic control as the cause of the observed selectivity.
|Number of pages||8|
|Journal||Advanced Synthesis & Catalysis|
|Publication status||Published - 2-Jul-2019|
- benziodoxole, gold catalysis, oxazolines, oxidative alkynylation, propargylamides, HYPERVALENT IODINE REAGENTS, DIRECT ALKYNYLATION, PROPARGYLIC AMIDES, CYCLIZATION, OXAZOLES, EFFICIENT, HYDROGENATION, COMPLEXES, INSIGHTS, LIGANDS