105202-34-4Relevant academic research and scientific papers
Switching the regioselectivity of direct C-H arylation of 1,3-Dimethyluracil
Cernova, Miroslava,Pohl, Radek,Hocek, Michal
, p. 3698 - 3701 (2009)
An interesting dichotomy in the regioselectivity and mechanism of direct C-H arylation of 1,3-dimethyluracil was observed. Its Pd-catalyzed reactions with diverse aryl halides in the absence of Cui lead preferentially to 5-aryluracils, while reactions in
Palladium-catalyzed direct 5-arylation of 1,3-dimethyluracil with aryl bromides: An electrophilic metalation-deprotonation with electrophilic arylpalladium intermediate
Kim, Ko Hoon,Lee, Hyun Seung,Kim, Jae Nyoung
experimental part, p. 6228 - 6233 (2011/12/14)
An efficient method of palladium-catalyzed direct 5-arylation of 1,3-dimethyluracil was developed with a various range of aryl bromides including electron-deficient aryl bromides. 5-Aryluracil derivatives were obtained in moderate to good yields regiosele
Effect of bromides on the anomalous photoarylation of 5-halo-1,3-dimethyluracils
Seki, Koh-Ichi,Ohkura, Kazue,Fukai, Yuki,Terashima, Masanao
, p. 341 - 346 (2007/10/02)
Photolysis of 5-chloro- and 5-fluoro-1,3-dimethyluracil in toluene in the presence of a bromide (e.g., p-dibromobenzene, 1,2-dibromoethane, and benzyl bromide) and an acid (trifluoroacetic acid, HBr) afforded 1,3-dimethyl-5-tolyluracils and the 6-isomers as the isomeric mixture. 5-Arylation occurred most favorably at ortho, while meta-isomers were preferential products in 6-arylation. The 5-isomers are suggested to be derived from uracils excited in the singlet states, while the 6-isomers are presumed to result from the uracils excited in the triplet states.
ACID CATALYZED PHOTOREACTION OF 5-CHLORO-1,3-DIMETHYLURACIL WITH SUBSTITUTED BENZENES
Ohkura, Kazue,Matsuda, Kohki,Seki, Koh-ichi
, p. 1371 - 1376 (2007/10/02)
The photo-induced substitution of 5-chloro-1,3-dimethyluracil with substituted benzenes, affording the corresponding 5-aryl-1,3-dimethyl-uracils in appreciable yields, was significantly promoted by the addition of trifluoroacetic acid to the reaction mixture.
PHOTOLYSIS OF 5-BROMO-1,3-DIMETHYLURACIL IN SUBSTITUTED BENZENES
Seki, Koh-ichi,Bando, Yuko,Ohkura, Kazue
, p. 195 - 196 (2007/10/02)
Photolysis of 5-bromo-1,3-dimethyluracyl in toluene, xylene and anisole afforded the anormalously substituted 6-aryl-1,3-dimethyluracils beside the expected products 5-aryl-1,3-dimethyluracils, while the reaction with veratrole occured exclusively at the 5-position of the uracil ring.
