4919-84-0Relevant academic research and scientific papers
Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides
Chan, Cheng-Lin,Hsu, Che-Ming,Lee, Shao-Chi,Li, Li-Yun,Liao, Hsuan-Hung,Mi?oza, Shinje,Tsai, Hao-En,Tsai, Zong-Nan,Tsao, Yong-Ting
, (2022/02/07)
The C-S activation and sulfur removal from native thiols is challenging, which limits their application as feedstock materials in organic synthesis despite their natural abundance. Herein, we introduce a per-/polyfluoroaryl moiety, which serves as a redox-active scaffold, into sp3-hybridized thiols to activate the C-S bond. Using a Ni catalyst with MgBr2 as an additive, the S group can be removed to yield an aliphatic radical that can react with an aryl halide in a reductive cross-coupling.
Palladium-Catalyzed Three-Component Coupling Reaction of o-Bromobenzaldehyde, N-Tosylhydrazone, and Methanol
Zhu, Lei,Ren, Xiaojian,Yu, Yinghua,Ou, Pengcheng,Wang, Zhi-Xiang,Huang, Xueliang
, p. 2087 - 2092 (2020/03/04)
A ligand-controlled palladium-catalyzed three-component reaction of o-bromobenzaldehyde, N-tosylhydrazone, and methanol is described. This reaction uses readily available compounds as starting materials while displaying a broad substrate scope and good functional group compatibility.
Synthesis of 2-Benzylphenyl Ketones by Aryne Insertion into Unactivated C-C Bonds
Rao, Bin,Tang, Jinghua,Zeng, Xiaoming
, p. 1678 - 1681 (2016/04/26)
A transition-metal-free procedure to access to functionalized 2-benzylphenyl ketones is described by direct insertion of arynes into benzylic C-C bonds. This reaction was promoted by cesium fluoride at room temperature, allowing the products to form in high selectivity and achieve good functional group tolerance.
Iron-Catalyzed Cross-Coupling of Benzylic Manganese Chlorides with Aryl and Heteroaryl Halides
Benischke, Andreas D.,Breuillac, Antoine J. A.,Moyeux, Alban,Cahiez, Gérard,Knochel, Paul
, p. 471 - 476 (2016/02/09)
The use of FeCl2 (10 mol%) allows a convenient iron-catalyzed cross-coupling reaction of benzylic manganese(II) chlorides with various aryl and heteroaryl chlorides, bromides and iodides leading to polyfunctionalized diaryl- and arylheteroarylmethane derivatives.
Nickel-catalyzed cross-coupling of aryl fluorides and organozinc reagents
Zhu, Feng,Wang, Zhong-Xia
, p. 4285 - 4292 (2014/06/09)
Ni(PCy3)2Cl2 was demonstrated to effectively catalyze cross-coupling of aryl fluorides and organozinc reagents. Both electron-poor and -rich aryl fluorides can react effectively with nucleophiles including aryl-, methyl-, and benzylzinc chlorides. A wide range of substituents and functional groups are tolerated. In the presence of a directing group, PhC(O), the reaction is selective for cleavage of the C-F bond ortho to the carbonyl substituent in a difluoroarene.
Indium-catalyzed construction of polycyclic aromatic hydrocarbon skeletons via dehydration
Kuninobu, Yoichiro,Tatsuzaki, Tomohiro,Matsuki, Takashi,Takai, Kazuhiko
experimental part, p. 7005 - 7009 (2011/10/09)
Polycyclic aromatic compounds can be synthesized from 2-benzylic- or 2-allylbenzaldehydes using a catalytic amount of In(III) or Re(I) complexes. By using this method, polycyclic aza-aromatic compounds can also be prepared efficiently. In these reactions, only water is formed as a side product.
Air-stable secondary phosphine oxide or chloride (Pre)ligands for cross-couplings of unactivated alkyl chlorides
Ackermann, Lutz,Kapdi, Anant R.,Schulzke, Carola
supporting information; experimental part, p. 2298 - 2301 (2010/08/05)
In situ generated and crystallographically well-defined, isolated palladium complexes derived from seven novel air-stable secondary phosphine oxides or chlorides enabled challenging Kumada-Corriu cross-couplings of unactivated alkyl chlorides bearing β-hy
The photochemistry of o-benzylbenzophenone: A pericyclic cornucopia
Sobczak, Martin,Wagner, Peter J.
, p. 2523 - 2526 (2007/10/03)
UV irradiation of the title compound produces cis-1,2- diphenylbenzocyclobutenol quantitatively. While stable at temperatures below 0°, at room temperature it establishes a high enough equilibrium population of its EE o-xylylenol precursor to undergo slow reversion to ketone and rapid reaction with maleic anhydride or oxygen, as well as photoinduced cyclization to the trans cyclobutenol.
Scavenging of photoenols by acids and bases
Scaiano,Wintgens,Netto-Ferreira
, p. 5905 - 5908 (2007/10/02)
Photoenols generated by irradiation of ortho-methylacetophenone, ortho-methylbenzophenone and ortho-benzylbenzophenone are readily quenched by acids and bases. The rate constants for these reactions have been determined employing laser flash photolysis techniques.
