1314247-87-4Relevant academic research and scientific papers
Sequential Addition of Amines to Nitrile and Carbon-Carbon Multiple Bond: A Route to 7-Amino-5 H-dibenzo[ c,e]azepines
Hu, Kun,Liu, Ruiting,Zhou, Xigeng
supporting information, p. 6946 - 6950 (2021/09/11)
A rare earth metal-catalyzed sequential inter- and intramolecular C-N bond formation of 2-nitrile-2′-alkenyl(alkynyl)biphenyls with amines has been developed, which provides a straightforward and efficient access to a range of new functional dibenzo[c,e]azepines. This represents the first examples of direct construction of seven-membered azaheterocycle from unsaturated nitriles and amines. Such transformations have the advantages of avoiding the use of additives, easily available starting materials, step- and high atom-economy, mild reaction conditions, and high selectivity.
Controlling the Selectivity Patterns of Au-Catalyzed Cyclization-Migration Reactions
Chen, Mo,Su, Naijing,Deng, Tianning,Wink, Donald J.,Zhao, Yingwei,Driver, Tom G.
supporting information, p. 1555 - 1558 (2019/03/20)
As little as 2 mol % of (XPhos)AuNTf2 catalyzes the transformation of a broad range of o-acetylene-substituted styrenes into 1,2-dihydronaphthalenes. Our data suggests that this transformation occurs via a gold-stabilized cyclopropyl carbinyl cation, which triggers either a [1,2] carboxylate shift or a less favorable [1,2] aryl shift. The relative rates of these migrations can be controlled by the identity of the ligand or by stabilizing the mesomeric cation.
Synthesis of Naphthalenyl Triflates via the Cationic Annulation of Benzodiynes with Triflic Acid
Ge, Chenxin,Wang, Guohua,Wu, Panpan,Chen, Chao
supporting information, p. 5010 - 5014 (2019/07/08)
A highly efficient and regioselective annulation of benzodiynes promoted by triflic acid has been developed. This protocol provides a step and atom-economic access to a series of naphthalenyl triflates. Furthermore, direct synthetic applications of this r
A new class of N-doped ionic PAHs: Via intramolecular [4+2]-cycloaddition between arylpyridines and alkynes
Mule, Ravindra D.,Shaikh, Aslam C.,Gade, Amol B.,Patil, Nitin T.
supporting information, p. 11909 - 11912 (2018/11/10)
Reported herein, for the first time, is a copper-promoted intramolecular [4+2]-cycloaddition cascade to access ionic N-doped polycyclic aromatic hydrocarbons (PAHs) with tunable emission wavelengths. It is shown that the reaction can be made catalytic with respect to Cu(OTf)2 when an external oxidant, Selectfluor, was used.
Construction of Six-Membered Silacyclic Skeletons via Platinum-Catalyzed Tandem Hydrosilylation/Cyclization with Dihydrosilanes
Long, Peng-Wei,Bai, Xing-Feng,Ye, Fei,Li, Li,Xu, Zheng,Yang, Ke-Fang,Cui, Yu-Ming,Zheng, Zhan-Jiang,Xu, Li-Wen
supporting information, p. 2825 - 2830 (2018/08/17)
Catalytic silicon-carbon or silicon-heteroatom bond-forming hydrosilylation has become increasingly important in synthetic chemistry, catalysis and organosilicon chemistry. Herein we report a platinum-catalyzed one-pot and tandem hydrosilylation/cyclization of OH-containing alkynes with dihydrosilanes, allowing for facile synthesis of six-membered organosilicon compounds, including silyloxycycles and cyclic siloxanes in high yields and with good stereoselectivities. (Figure presented.).
Oxidative Intramolecular 1,2-Amino-Oxygenation of Alkynes under AuI/AuIIICatalysis: Discovery of a Pyridinium-Oxazole Dyad as an Ionic Fluorophore
Shaikh, Aslam C.,Ranade, Dnyanesh S.,Rajamohanan, Pattuparambil R.,Kulkarni, Prasad P.,Patil, Nitin T.
supporting information, p. 757 - 761 (2017/01/14)
Oxidative intramolecular 1,2-amino-oxygenation reactions, combining gold(I)/gold(III) catalysis, is reported. The reaction provides efficient access to a structurally unique ionic pyridinium-oxazole dyad with tunable emission wavelengths. The application of these fluorophores as potential biomarkers has been investigated.
Visible light-promoted radical cyclization of silicon-tethered alkyl iodide and phenyl alkyne. An efficient approach to synthesize benzosilolines
Lin, Xinglong,Gan, Zubao,Lu, Ji,Su, Zhishan,Hu, Changwei,Zhang, Yuebao,Wu, Ya,Gao, Lu,Song, Zhenlei
supporting information, p. 6189 - 6192 (2016/05/19)
An efficient approach to synthesize benzosiloline has been developed using a visible light-promoted radical cyclization reaction of silicon-tethered alkyl iodide and phenyl alkyne.
Gold-catalyzed hydrosilyloxylation driving tandem aldol and Mannich reactions
Kang, Dongjin,Park, Sangjune,Ryu, Taekyu,Lee, Phil Ho
supporting information; experimental part, p. 3912 - 3915 (2012/09/22)
The chemoselective formation of an enolate from alkyne in the presence of a carbonyl and imine group was realized, which constructed a variety of structural motifs under exceedingly mild reaction conditions in a tandem process. Reaction driving tandem hyd
Synthesis of substituted phenanthrene by iron(III)-catalyzed intramolecular alkyne-carbonyl metathesis
Bera, Krishnendu,Sarkar, Soumen,Jalal, Swapnadeep,Jana, Umasish
, p. 8780 - 8786 (2012/11/07)
An efficient synthesis of functionalized phenanthrenes has been developed for the first time involving an iron(III)-catalyzed intramolecular coupling of 2′-alkynyl-biphenyl-2-carbaldehydes. A broad range of functionalized phenanthrene derivatives could be
A practical, one-pot synthesis of highly substituted thiophenes and benzo[b]thiophenes from bromoenynes and o-alkynylbromobenzenes
Guilarte, Veronica,Fernandez-Rodriguez, Manuel A.,Garcia-Garcia, Patricia,Hernando, Elsa,Sanz, Roberto
supporting information; experimental part, p. 5100 - 5103 (2011/11/29)
An efficient synthesis of thiophenes and benzo[b]thiophenes has been developed from easily available bromoenynes and o-alkynylbromobenzene derivatives. This novel one-pot procedure involves a Pd-catalyzed C-S bond formation using a hydrogen sulfide surrogate followed by a heterocyclization reaction. Moreover, in situ functionalization with selected electrophiles further expands the potential of this methodology to the preparation of the corresponding highly substituted sulfur heterocycles.
