239-01-0Relevant articles and documents
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Muth,Hanrahan
, p. 395 (1958)
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Efficient synthesis of 1,2,3,4-tetrahydro-11H-benzo[a]carbazole and its regioselective oxidation
Dufour, Fabien,Kirsch, Gilbert
, p. 1021 - 1022 (2006)
Carbazole derivative 4 was synthesized in an efficient three-step sequence and its further oxidation with dichlorodicyanoquinone gave selectively 4-oxo-1,2,3,4-tetrahydro-11H-benzo[a]carbazole 3. Georg Thieme Verlag Stuttgart.
Behavior of oxotetrahydrobenzo[b]- and [c]thiophenes and their α-hydroxymethylene derivatives in the fischer indole synthesis
Martarello, Laurent,Joseph, Delphine,Kirsch, Gilbert
, p. 367 - 379 (1996)
We described an approach to thienocarbazoles via a Fischer indole synthesis starting directly from oxotetrahydrobenzo[b]- and [c]thiophenes or from their α-hydroxymethylene derivatives with a Japp-Klingemann reaction to make the hydrazones which are cyclised under acidic conditions.
Novel D-π-A benzocarbazole dyes with simple structures for efficient dye-sensitized solar cells
Han, Liang,Meng, Xiaozhou,Ke, Yong'an,Ye, Hongqiang,Cui, Yanhong
, p. 127 - 134 (2019)
Three benzocarbazole dyes were synthesized with N-butylbenzocarbazole as the electron donor, benzene, furan and thiophene as π-bridge, and cyanoacrylic acid as the electron acceptor. Their photophysical properties and photovoltaic performance were investigated and compared among three π-bridges. The incorporation of thiophene or furan unit favors intramolecular charge transfer through reducing the energy gap and improving the molecular conjugation due to their electron-rich properties and small volume compared with benzene unit. On the other hand, weakening coplanarity of dye with benzene bridge contributes to the antiaggregation and accordingly increase VOC, though decreases photo-generated current. Among three dyes, dye with furan bridge achieves the optimal photovoltaic performance 7.67% due to the highest JSC 15.45 mA cm?2.
Convenient One-Pot Synthesis of 9 H -Carbazoles by Microwave Irradiation Employing a Green Palladium-Based Nanocatalyst
Steingruber, H. Sebastián,Mendioroz, Pamela,Volpe, María A.,Gerbino, Darío C.
, p. 4048 - 4058 (2021/08/03)
An efficient palladium-catalyzed tandem reaction for the one-pot synthesis of 9 H -carbazoles under microwave irradiation is developed. This approach involves a sequential Buchwald-Hartwig amination and a direct arylation from affordable and inexpensive anilines and 1,2-dihaloarenes. For the development of this purpose, a novel and magnetically recoverable palladium nanocatalyst supported on a green biochar under ligand-free conditions is used. Compared to other existing palladium-based protocols, the present synthetic methodology shows a drastic reduction in reaction times and excellent compatibility with different functional groups allowing to obtain a small library of 9 H -carbazoles in high yields and with good regioselectivity. This procedure represents the first example in the direct synthesis of carbazoles using a heterogeneous palladium nanocatalyst from commercial precursors. To examine the application of this protocol, a direct and scalable synthesis of the bioactive carbazole alkaloid clausenalene from commercially available starting materials is described.
NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes
Qu, Zhonghua,Chen, Xing,Zhong, Shuai,Deng, Guo-Jun,Huang, Huawen
supporting information, p. 5349 - 5353 (2021/07/21)
A mild transition-metal- and photosensitizer-free photoredox system based on the combination of NaI and PPh3 was found to enable highly selective reduction of nitroarenes. This protocol tolerates a broad range of reducible functional groups such as halogen (Cl, Br, and even I), aldehyde, ketone, carboxyl, and cyano. Moreover, the photoredox catalysis with NaI and stoichiometric PPh3 provides also an alternative entry to Cadogan-type reductive amination when o-nitrobiarenes were used.
