1352089-84-9Relevant academic research and scientific papers
Cation-Directed Enantioselective N-Functionalization of Pyrroles
Armstrong, Roly J.,D'Ascenzio, Melissa,Smith, Martin D.
, p. 6 - 10 (2016)
A catalytic enantioselective N-functionalization of pyrroles has been developed. Imines formed in situ via condensation underwent cation-directed cyclization with complete N-regioselectivity. The cyclized products were obtained with enantiomeric ratios up
Electrolytic cross-Coupling of arenediazonium salts and heteroarenes
Hata, Dai,Tobisu, Mamoru,Amaya, Toru
, p. 1749 - 1751 (2018)
The cathodic reduction-induced cross-coupling of arenediazonium salts and heteroarenes was employed to prepare heterobiaryl derivatives. This reaction is attractive because it allows the direct arylation of an aromatic C-H bond in a heteroarene derivative. A radical chain mechanism appears to be involved.
Perylenequinonoid-catalyzed photoredox activation for the direct arylation of (het)arenes with sunlight
Zhang, Shiwei,Tang, Zhaocheng,Bao, Wenhao,Li, Jia,Guo, Baodang,Huang, Shuping,Zhang, Yan,Rao, Yijian
supporting information, p. 4364 - 4369 (2019/05/10)
Naturally occurring perylenequinonoid pigments (PQPs) have attracted considerable attention owing to their excellent properties of photosensitization. They have been widely investigated as an aspect of photophysics and photobiology. However, their applications in photocatalysis are yet to be explored. We report here that sunlight along with 1 mol% cercosporin, which is one of the perylenequinonoid pigments, catalyzes the direct C-H bond arylation of (het)arenes by a photoredox process with good regioselectivity and broad functional group compatibility. Furthermore, a gram-scale reaction with great conversions of substrates was achieved even by a cercosporin-containing supernatant without organic solvent extraction and purification after liquid fermentation. Thus we set up a bridge between microbial fermentation and organic photocatalysis for chemical reactions in a sustainable, environmentally friendly manner.
Radical C-H arylations of (hetero)arenes catalysed by gallic acid
Perretti, Marcelle D.,Monzón, Diego M.,Crisóstomo, Fernando P.,Martín, Víctor S.,Carrillo, Romen
supporting information, p. 9036 - 9039 (2016/07/21)
Gallic acid efficiently catalyses radical arylations in water-acetone at room temperature. This methodology proved to be versatile and scalable. Therefore, it constitutes a greener alternative to arylation. Moreover, considering that gallic acid is an abundant vegetable tannin, this work also unleashes an alternative method for the reutilisation of bio-wastes.
Optimization of the Suzuki coupling reaction in the synthesis of 2-[(2-substituted)phenyl]pyrrole derivatives
Aleskovic, Marija,Basaric, Nikola,Mlinaric-Majerski, Kata
experimental part, p. 1329 - 1335 (2012/01/04)
A facile three-step synthesis of 2-(2-aminophenyl)pyrrole (1) and 2-[(2-aminomethyl)phenyl]pyrrole (2) is reported by use of Suzuki coupling of N-Boc-pyrrol-2-yl boronic acid (3) and o-substituted aryl halogenides, followed by hydrogenation. The Pd-catalyzed cross-coupling reaction is optimized to be applicable to a wide range of substitued aryl halogenides, with electron-donating and electron-withdrawing substituents, 5a-g. Moreover, Pd-catalyzed coupling of o-bromoaniline and 3 could be applied for the one-step preparation of pyrrolo[1,2-c]quinazolin-5(6H)-one (8). Copyright
