107337-71-3Relevant academic research and scientific papers
Synthesis of Benzosiloles by Intramolecular anti-Hydroarylation via ortho-C-H Activation of Aryloxyethynyl Silanes
Minami, Yasunori,Noguchi, Yuta,Hiyama, Tamejiro
supporting information, p. 14013 - 14016 (2017/10/17)
Straightforward synthesis of benzosiloles was achieved by the invention of Pd/acid-catalyzed intramolecular anti-hydroarylation of aryloxyethynyl(aryl)silanes via ortho-C-H bond activation. The aryloxy group bound to the ethynyl carbon is the key factor for this transformation.
Regioselective synthesis of novel 4,5-diaryl functionalized 3,4-dihydropyrimidine-2(1H)-thiones via a non-Biginelli-type approach and evaluation of their in vitro anticancer activity
Sosnicki, Jacek G.,Struk, Lukasz,Kurzawski, Mateusz,Peruzynska, Magdalena,Maciejewska, Gabriela,Drozdzik, Marek
, p. 3427 - 3440 (2014/05/20)
An easy and novel approach to synthesize 4,5-diaryl functionalized 3,4-dihydropyrimidine-2(1H)-thiones via addition of aryllithiums to 5-aryl substituted pyrimidine-2(1H)-thiones, which could be regarded as a method complementary to the most widely used Biginelli-type synthesis, is described. In the reaction of aryllithiums with N-(Me)Bn substituted pyrimidine-2(1H)-thiones a high degree of regioselectivity of addition, leading to 4-aryl adducts, was achieved. Selected compounds tested for their in vitro anticancer activity against four human cancer cell lines showed the greatest activity against breast cancer (MCF7). 1-Benzyl-4-(3-hydroxyphenyl)-5-phenyl substituted 3,4-dihydropyrimidine-2(1H)-thione (10g) exhibiting 10-fold more potent activity than the best known monastrol (MON) stands as a promising candidate for further scaffold and asymmetric synthesis. the Partner Organisations 2014.
Relative basicities of ortho-, meta-, and para-substituted aryllithiums
Gorecka-Kobylinska, Joanna,Schlosser, Manfred
experimental part, p. 222 - 229 (2009/04/11)
(Chemical Equation Presented) The relative basicities of aryllithiums bearing methoxy, chlorine, fluorine, trifluoromethyl and trifluoromethoxy substituents at the ortho, meta, and para positions have been assessed. To this end, two aryllithiums of compar
Preliminary Studies of the Mechanism of Metal-Halogen Exchange. The Kinetics of Reaction of n-Butyllithium with Substituted Bromobenzenes in Hexane Solution
Rogers, Harold R.,Houk, Janette
, p. 522 - 525 (2007/10/02)
Initial measurements of the rate of reaction of bromobenzene with n-butyllithium in hexane solution have shown the exchange to be first order in bromobenzene and first order in n-butyllithium, with an activation energy of 12 kcal mol-1 (52 kJ mol-1).A Hammett relationship for the reaction of substituted bromobenzenes with n-butyllithium suggests negative charge character in the transition state (ρ ca 2).The addition of a Lewis donor (p-methylanisole) to the hexane solution was found to result in an increase in the rate of exchange, but did not affect the Hammett reaction constant.Several transition-state structures are considered; available evidence suggests that the exchange may be concerted, with either a four-centered structure, or SN2-type attack of the n-butyl anion at the bromine of the aryl bromide
