84450-90-8Relevant articles and documents
Oxazolinyl-Assisted Ru(II)-Catalyzed C-H Allylation with Allyl Alcohols and Synthesis of 4-Methyleneisochroman-1-ones
Singh, Diksha,Kumar, Gangam Srikanth,Kapur, Manmohan
, p. 12881 - 12892 (2019)
We report herein a ruthenium-catalyzed, oxazoline-directed strategy for C-H allylation of aryl oxazolines using allylic alcohols as the coupling partner. The present transformation unravels the unusual reactivity of allylic alcohols in the synthesis of 4-
Ruthenium-Catalyzed Alkynylation of Benzoic Acids Mediated by a Weakly Coordination-Directing Auxiliary
Chen, Changpeng,Zeng, Xiaoming
, p. 4749 - 4752 (2017)
A method for the ruthenium-catalyzed ortho-alkynylation of benzoic acids was developed. The reaction was found to be directed by a weakly coordinating carboxyl group and offers a facile route for the synthesis of ortho-alkynylated derivatives. A rare exam
A modular biomimetic strategy for the synthesis of macrolide P-glycoprotein inhibitors via Rh-catalyzed C-H activation
Chen, Lu,Lou, Liguang,Quan, Haitian,Wang, Hao,Xia, Yuanzhi,Xu, Zhongliang,Yang, Weibo
, (2020)
One of the key challenges to overcome multidrug resistance (MDR) in cancer is the development of more effective and general strategies to discover bioactive scaffolds. Inspired by natural products, we describe a strategy to achieve this goal by modular biomimetic synthesis of scaffolds of (Z)-allylic-supported macrolides. Herein, an Rh(III)-catalyzed native carboxylic acid-directed and solvent-free C?H activation allylation with high stereoselectivity and chemoselectivity is achieved. The generated poly-substituted allylic alcohol as a multifunctional and biomimetic building block is crucial for the synthesis of (Z)-allylic-supported macrolides. Moreover, the unique allylic-supported macrolides significantly potentiate the sensitivity of tumor cells to cytotoxic agents such as vinorelbine and doxetaxel by reversing p170-glycoprotein-mediated MDR. Our findings will inspire the evolution of synthetic chemistry and open avenues for expedient and diversified synthesis of bioactive macrocyclic molecules.
Ru-catalyzed (E)-specific ortho-C-H alkenylation of arenecarboxylic acids by coupling with alkenyl bromides
Belitz, Florian,Goo?en, Lukas J.,Hu, Zhiyong,Papp, Florian,Zhang, Guodong
supporting information, p. 3541 - 3545 (2021/05/31)
In the presence of [p-cymene)RuCl2]2, (E)-configured alkenyl bromides couple with aromatic carboxylates to form ortho-vinylbenzoic acids. This C-H vinylation proceeds in high yields without any activating phosphine ligands and has an excellent functional group tolerance. Starting from commonly available (E/Z)-mixtures of alkenyl bromides, (E)-configured vinyl arenes or dienes are formed exclusively. Mechanistic studies show that this selectivity is achieved because the (E)-configured alkenyl bromides undergo a smooth coupling, whereas the (Z)-isomers are rapidly eliminated with the formation of alkynes.
Merging C-H Activation and Strain-Release in Ruthenium-Catalyzed Isoindolinone Synthesis
Hu, Xiao-Qiang,Liu, Zi-Kui,Hou, Ye-Xing,Xu, Ji-Hang,Gao, Yang
supporting information, p. 6332 - 6336 (2021/08/23)
The merger of strain-release of 1,2-oxazetidines with carboxylic acid directed C-H activation in catalytic synthesis of isoindolinones is reported for the first time. This reaction opens a new and sustainable avenue to prepare a range of structurally dive
