69936-53-4Relevant articles and documents
Palladium-Catalyzed Synthesis of Tricyclic Indoles via a N-S Bond Cleavage Strategy
Zhang, Bo-Sheng,Wang, Fan,Gou, Xue-Ya,Yang, Ying-Hui,Jia, Wan-Yuan,Liang, Yong-Min,Wang, Xi-Cun,Li, Yuke,Quan, Zheng-Jun
supporting information, p. 7518 - 7523 (2021/10/01)
In palladium/norbornene (Pd/NBE) chemistry, the "ortho effect"has been proven to be a key factor in the process of β-carbon elimination to extrude NBE. Herein, we found that the o-iodoaniline protected by a p-methoxybenzenesulfonyl group can recover the "
Ruthenium-catalyzed cascade C-H activation/annulation of: N -alkoxybenzamides: Reaction development and mechanistic insight
Harvey, Jeremy N.,Song, Liangliang,Tang, Xiao,Van Der Eycken, Erik V.,Van Der Eycken, Johan,Van Meervelt, Luc,Zhang, Xiaoyong
, p. 11562 - 11569 (2020/11/23)
A highly selective ruthenium-catalyzed C-H activation/annulation of alkyne-tethered N-alkoxybenzamides has been developed. In this reaction, diverse products from inverse annulation can be obtained in moderate to good yields with high functional group compatibility. Insightful experimental and theoretical studies indicate that the reaction to the inverse annulation follows the Ru(ii)-Ru(iv)-Ru(ii) pathway involving N-O bond cleavage prior to alkyne insertion. This is highly different compared to the conventional mechanism of transition metal-catalyzed C-H activation/annulation with alkynes, involving alkyne insertion prior to N-O bond cleavage. Via this pathway, the in situ generated acetic acid from the N-H/C-H activation step facilitates the N-O bond cleavage to give the Ru-nitrene species. Besides the conventional mechanism forming the products via standard annulation, an alternative and novel Ru(ii)-Ru(iv)-Ru(ii) mechanism featuring N-O cleavage preceding alkyne insertion has been proposed, affording a new understanding of transition metal-catalyzed C-H activation/annulation.
Gold-Catalyzed Hydrofluorination of Internal Alkynes Using Aqueous HF
Gauthier, Rapha?l,Mamone, Marius,Paquin, Jean-Fran?ois
supporting information, p. 9024 - 9027 (2019/11/14)
The gold-catalyzed hydrofluorination reaction of internal alkynes using hydrofluoric acid is reported. Notably, those conditions use one of the most economical sources of HF and are free of additional additives. Both symmetrical and unsymmetrical internal alkynes can be utilized, and the use of alkynes bearing a fluorinated group at the propargylic position as substrates allowed for a regioselective hydrofluorination reaction.