18699-87-1Relevant articles and documents
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Baumgarten et al.
, p. 596,598 (1954)
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Selective ortho methylation of nitroheteroaryls by vicarious nucleophilic substitution
Achmatowicz, Michal,Thiel, Oliver R.,Gorins, Gilles,Goldstein, Corinne,Affouard, Caroline,Jensen, Randy,Larsen, Robert D.
, p. 6793 - 6799 (2008)
(Chemical Equation Presented) An efficient and scalable three-step one-pot approach to 6-methyl-5-nitroisoquinoline (1) from inexpensive 5-nitroisoquinoline, utilizing the vicarious nucleophilic substitution (VNS) as a key step, is described. The optimized reaction conditions can be applied to a limited number of other aromatic and heteroaromatic nitro compounds. Attempts to understand the observed selectivity in the VNS step led to the discovery of two new reaction pathways under VNS conditions, one leading to an isoxazole and the other resulting in the formal cyclopropanation of an aromatic nitro compound.
Method for preparing nitro compound by using graphene to catalyze nitric oxide
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Paragraph 0043; 0044, (2018/06/16)
The invention discloses a method for preparing a nitro compound by using graphene to catalyze nitric oxide. A graphene oxide carbon material is used for catalysis of a reaction of nitric oxide and a nitrification substrate such as an aromatic compound to prepare the nitro compound. The method is used for replacing a traditional nitric acid/sulfur acid method to prepare the nitro compound, so thatthe atom utilization rate of the reaction is increased, the energy is saved, and the emission is reduced; and the method has the characteristic of atom economy during industrial preparation of the nitro compound.
Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate
Molander, Gary A.,Cavalcanti, Livia N.
experimental part, p. 4402 - 4413 (2012/06/18)
Organotrifluoroborates have emerged as an alternative to toxic and air- and moisture-sensitive organometallic species for the synthesis of functionalized aryl and heteroaryl compounds. It has been shown that the trifluoroborate moiety can be easily converted into a variety of different substituents in a late synthetic stage. In this paper, we disclose a mild, selective, and convenient method for the ipso-nitrosation of organotrifluoroborates using nitrosonium tetrafluoroborate (NOBF4). Aryl- and heteroaryltrifluoroborates were converted into the corresponding nitroso products in good to excellent yields. This method proved to be tolerant of a broad range of functional groups.
Discovery and bioactivity of 4-(2-arylpyrido[3′,2′:3,4] pyrrolo[1,2-f][1,2,4]triazin-4-yl) morpholine derivatives as novel PI3K inhibitors
Wang, Jia,Wang, Xiang,Chen, Yanhong,Chen, Simeng,Chen, Guang,Tong, Linjiang,Meng, Linghua,Xie, Yuyuan,Ding, Jian,Yang, Chunhao
, p. 339 - 342 (2012/03/11)
PI3K is a promising therapeutic target for cancer. With PI-103 as the lead compound, we designed and synthesized 4-(2-arylpyrido[3′,2′:3,4] pyrrolo[1,2-f][1,2,4]triazin-4-yl)morpholine derivatives. 9, 10a, 10d, 10e had the IC50 against PI3Kα comparable with PI-103. All of the compounds showed selectivity over 15 tested protein kinases and anti-proliferative activity at micromolar concentration against several cancer cell lines.