97024-55-0Relevant academic research and scientific papers
Synthesis of Novel C 2-Symmetric Sulfur-Based Catalysts: Asymmetric Formation of Halo- and Seleno-Functionalized Normal- and Medium-Sized Rings
Jana, Sadhan,Kumar, Sangit,Rathore, Vandana,Verma, Ajay
, p. 1667 - 1672 (2019/08/28)
The synthesis of novel, highly functionalized, C 2 -symmetric sulfur-based catalysts is developed and their catalytic applications are explored in asymmetric bromo-, iodo- and seleno-functionalizations of alkenoic acids. This protocol provides
Electrochemical [4+2] Annulation-Rearrangement-Aromatization of Styrenes: Synthesis of Naphthalene Derivatives
Ma, Yueyue,Lv, Jufeng,Liu, Chengyu,Yao, Xiantong,Yan, Guoming,Yu, Wei,Ye, Jinxing
, p. 6756 - 6760 (2019/04/17)
We report the first electrochemical strategy to synthesize functionalized naphthalene derivatives through [4+2] annulation—rearrangement–aromatization from styrenes under mild conditions. The electrolysis does not require metals, oxidants and high valence substrates, indicating the atom and step-economy ideals. The dehydrodimer produced through [4+2] cycloaddition of 4-methoxy α-methyl styrene is isolated and proved to be the key intermediate for the following oxydehydrogenation to form carbon cation, which undergoes rearrangement–aromatization to afford the final products. This reaction represents a powerful access to construct multi-substituted naphthalene blocks in a single step.
Electrophilic Bromolactonization of Cyclopropyl Carboxylic Acids Using Lewis Basic Sulfide Catalyst
Ke, Zhihai,Wong, Ying-Chieh,See, Jie Yang,Yeung, Ying-Yeung
supporting information, p. 1719 - 1724 (2016/06/09)
A highly facile and efficient electrophilic bromolactonization of cyclopropylcarboxylic acids could be effected by a Lewis basic sulfide catalyst. Mechanistic studies performed revealed that the cyclopropane substrates could undergo radical bromination upon exposure to light, yielding a mixture of regioisomers. In stark contrast, the Lewis basic sulfide catalyst could promote the electrophilic bromolactonization and yield the Markovnikov product exclusively.
Enantioselective bromoaminocyclization using amino-thiocarbamate catalysts
Zhou, Ling,Chen, Jie,Tan, Chong Kiat,Yeung, Ying-Yeung
supporting information; experimental part, p. 9164 - 9167 (2011/08/04)
A facile and efficient enantioselective bromoaminocyclization of unsaturated sulfonamides has been developed using an amino-thiocarbamate catalyst. A range of enantioenriched pyrrolidines were prepared with up to 99% yield and 99% ee. The corresponding lactams could be obtained through oxidation of the pyrrolidines.
Asymmetric bromolactonization using amino-thiocarbamate catalyst
Zhou, Ling,Tan, Chong Kiat,Jiang, Xiaojian,Chen, Feng,Yeung, Ying-Yeung
supporting information; experimental part, p. 15474 - 15476 (2011/02/21)
A novel amino-thiocarbamate-catalyzed bromolactonization of unsaturated carboxylic acids has been developed. The scope of the reaction is evidenced by 22 examples of γ-lactones with up to 99% yield and 93% ee. The protocol was applied in the enantioselective synthesis of the key intermediates of VLA-4 antagonists.
Controlling factors for C-H functionalization versus cyclopropanation of dihydronaphthalenes
Nadeau, Etienne,Ventura, Dominic L.,Brekan, Jonathan A.,Davies, Huw M. L.
supporting information; experimental part, p. 1927 - 1939 (2010/06/17)
"Chemical Equation Presented" Rhodium(lI)-catalyzed reactions of vinyldiazoacetates with dihydronaphthalenes were systematically studied. These substrates underwent cyclopropanantion and/or the combined C-H activation/ Cope rearrangement in good overall y
