223575-42-6Relevant articles and documents
Regioselectivity-Switchable Intramolecular Hydroarylation of Ynone
Lu, Shiwei,Wu, Feng,Zhu, Shifa
, p. 5632 - 5638 (2020)
The switchable catalytic approach to the regioselective intramolecular hydroarylation of ynone has been developed. When ZnI2 was used as catalyst, the umpolung α-arylation of ynone was realized via an addition-elimination process of iodine ion to generate the ortho-phenanthrenequinone methide (o-PQM), which could be trapped by styrene to form benzo[f,h]chromenes through hetero-Diels-Alder reaction. While IPrAuCl/AgSbF6 was applied, however, the β-arylation of ynone took place to afford benzocycloheptene-5-ones in moderate to excellent yields. (Figure presented.).
Construction of pinpoint-fluorinated benzothiophene frameworks using palladium-catalyzed cyclization of o-(fluorovinyl)phenyl-substituted thiophenes
Fuchibe, Kohei,Tsuda, Nobushige,Shigeno, Kento,Ichikawa, Junji
, p. 1196 - 1216 (2019/08/01)
o-(2,2-Difluorovinyl)phenyl- or o-(1,2,2-trifluorovinyl)phenylsubstituted thiophenes underwent palladium(II)-catalyzed Friedel-Crafts-type cyclization on the fluorovinyl moieties to construct regioselectively monofluorinated or difluorinated benzothiophene frameworks (pinpoint-fluorinated naphtho[b]thiophenes). The cyclization of less nucleophilic 2-substituted thiophenes was effectively promoted by the addition of a CuOTf complex. Cyclization was also conducted in a tandem process, which facilitated the rapid synthesis of higher-order pinpoint-fluorinated PAHs (polycyclic aromatic hydrocarbons) bearing thiophene rings. Furthermore, cyclization was applied to the corresponding furan systems, which led to pinpoint-fluorinated naphtho[b]furans.
A general and efficient synthesis of substituted fluorenes and heterocycle-fused indenes containing thiophene or indole rings utilizing a Suzuki-Miyaura coupling and acid-catalyzed Friedel-Crafts reactions as key steps
Li, Guijie,Wang, Erjuan,Chen, Haoyi,Li, Hongfeng,Liu, Yuanhong,Wang, Peng George
, p. 9033 - 9043 (2008/12/22)
A general and efficient synthesis of fluorenes or heterocycle-fused indenes including 3-thia-cyclopenta[a]indenes, 9-thia-indeno[1,2-a]indenes, 5,6-dihydroindeno[2,1-b]indoles has been developed. This methodology is realized by a multistep protocol involv