440368-89-8Relevant academic research and scientific papers
The photo-nazarov reaction: Scope and application
Cai, Shujun,Xiao, Zheming,Shi, Yingbo,Gao, Shuanhu
supporting information, p. 8677 - 8681 (2014/07/21)
The reaction conditions and scope of the photo-Nazarov reaction of aryl vinyl ketones were investigated. In contrast to the conventional acid-catalyzed methods, this photolytic electrocyclization proceeds in the neutral or basic conditions. Irradiating substrates bearing various aromatic rings, acid-sensitive groups, cyclohexenyl, cycloheptenyl, and unsaturated pyran with UV-light (254 nm) smoothly yielded hexahydrofluorenones and related structures. This photo-Nazarov reaction could also be applicable to the substrates carrying β-alkyl groups on the enone, which gave corresponding polycyclic rings containing quaternary centers. These photo-electrocyclized products may prove useful for synthesizing a variety of natural products and their derivatives. Further application of this mild photo-Nazarov reaction in the synthesis of taiwaniaquinol B was achieved.
Nickel-catalyzed carbonylative Negishi cross-coupling reactions
Wang, Qiaoling,Chen, Chuo
, p. 2916 - 2921 (2008/09/21)
Catalytic carbonylative Negishi cross-coupling reactions are described. This method readily provides various enones from enol triflates and diorganozinc reagents with catalytic amounts of nickel(II) chloride-4,4′-dimethoxyl-2,2′-bipyridyl under carbon mon
Diaryl-dialkyl-substituted pyrazoles: Regioselective synthesis and binding affinity for the estrogen receptor
Nishiguchi, Gisele A.,Rodriguez, Alice L.,Katzenellenbogen, John A.
, p. 947 - 950 (2007/10/03)
We have developed two novel series of tetrasubstituted pyrazoles, embodying 1,3-diaryl-4,5-dialkyl or 3,5-diaryl-1,4-dialkyl substitution patterns. The scope of a regioselective method, developed by us earlier, was expanded to allow the synthesis of the first series of these tetrasubstituted pyrazoles directly from α,β-unsaturated ketones. The binding affinity of some of these pyrazoles for the estrogen receptor (ER) subtypes ERα and ERβ is very high, and the overall affinity pattern suggests the importance of three phenol substituents for high affinity, ERα-selective binding.
