79839-49-9Relevant articles and documents
Efficient Synthesis of Bis(dibromomethyl)arenes as Important Precursors of Synthetically Useful Dialdehydes
Bodzioch, Agnieszka,Owsianik, Krzysztof,Skalik, Joanna,Kowalska, Emilia,Stasiak, Anna,Ró?ycka-Soko?owska, Ewa,Marciniak, Bernard,Ba?czewski, Piotr
, p. 3509 - 3514 (2016/10/17)
This work presents an efficient synthesis of bis(dibromomethyl)benzenes and a bis(dibromomethyl)thiophene as precursors of aromatic dialdehydes by bromination of dimethyl-substituted arenes under various reaction conditions (yields up to 99%). Several new variants of this reaction, including the use of N-bromosuccinimide (NBS) and bromine, and various solvents to replace carbon tetrachloride, benzene and carbon disulfide, were also tested. In the optimised protocols, the inconvenient solvents were replaced by 1,2-dichloroethane (DCE) and/or acetonitrile. In the DCE protocols, we reduced reaction times 24-32-fold, reduced the amount of NBS a fewfold and lowered power consumption relative to the literature protocols. The procedures also allowed elimination of long-lasting incandescent irradiation (100-500 W). The replacement of NBS by bromine led to a further reduction in the amount of brominating agent. The obtained bromo derivatives were efficiently converted into the corresponding dialdehydes (90-96%), which in turn are useful in materials chemistry.
Palladium catalyzed direct C-2 arylation of indoles
Feng, Jie,Lu, Guoping,Lv, Meifang,Cai, Chun
, p. 28 - 31 (2014/04/17)
The synthesis and catalytic evaluation of palladium complexes containing NCN Pincer ligand is reported. The pincer palladium complexes as (pre)catalyst showed efficient catalytic activity for the C-H arylation of N-substituted indoles, allowing the synthesis of 2-arylindoles with moderate to good yields and excellent regioselectivities.
Synthesis of an alkylthio-substituted dibenz[a,j]anthracene with improved solubility via the oxidative photocyclization of 1,3-distyrylbenzene derivatives
Toyoshima, Takuya,Yoshida, Satoshi,Watanabe, Soichiro
, p. 1904 - 1911 (2013/04/10)
A series of 1,3-distyrylbenzene compounds bearing different substituents at the 2-position have been synthesized and subjected to an oxidative photocyclization process. The 1,3-distyrylbenzene compounds substituted with chloro, alkylthio, and diphenylphosphino groups at the 2-position afforded dibenz[a,j]anthracene derivatives, whereas those bearing methyl, trimethylsilyl, dimethylamino, butoxy, and fluoro groups gave benzo[c]chrysene derivatives. The solubility of dibenz[a,j]anthracene in organic solvents was improved by the introduction of alkylthio groups.
BORON-CONTAINING SMALL MOLECULES AS ANTIPROTOZOAL AGENTS
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Page/Page column 67, (2011/04/13)
This invention provides novel compounds of the following formula useful for treating protozoal infections, pharmaceutical compositions containing such compounds, as well as combinations of these compounds with at least one additional therapeutically effective agent.
Design and synthesis of de novo cytotoxic alkaloids by mimicking the bioactive conformation of paclitaxel
Sun, Liang,Veith, Jean M.,Pera, Paula,Bernacki, Ralph J.,Ojima, Iwao
supporting information; experimental part, p. 7101 - 7112 (2010/10/19)
Novel paclitaxel-mimicking alkaloids were designed and synthesized based on a bioactive conformation of paclitaxel, that is, REDOR-Taxol. The alkaloid 2 bearing a 5-7-6 tricyclic scaffold mimics REDOR-Taxol best among the compounds designed and was found to be the most potent compound against several drug-sensitive and drug-resistant human cancer cell lines. MD simulation study on the paclitaxel mimics 1 and 2 as well as REDOR-Taxol bound to the 1JFF tubulin structure was quite informative to evaluate the level of mimicking. The MD simulation study clearly distinguishes the 5-6-6 and 5-7-6 tricyclic scaffolds, and also shows substantial difference in the conformational stability of the tubulin-bound structures between 2 and REDOR-Taxol. The latter may account for the large difference in potency, and provides critical information for possible improvement in the future design of paclitaxel mimics.
Convenient and versatile synthesis of formyl-substituted benzoxaboroles
Ye, Long,Ding, Dazhong,Feng, Yiqing,Xie, Dongsheng,Wu, Puhua,Guo, Hui,Meng, Qingqing,Zhou, Huchen
experimental part, p. 8738 - 8744 (2009/12/28)
Despite of the medicinal significance of benzoxaboroles, with the newly discovered clinical compound AN2690 as an example, the synthetic method for rapid diversification of this novel scaffold is lacking. To this end, a versatile and scalable synthesis of formyl-substituted benzoxaboroles is described here. A key step is the mono-oxidation of the two hydroxyls in compound 4 by taking advantage of the stable oxaborole ring in non-coordinating solvents, which was devised based on the study of the intramolecular coordination and exchange properties.
Synthesis of chiral acetals by asymmetric selenenylations
Uehlin, Lars,Wirth, Thomas
experimental part, p. 1374 - 1385 (2010/03/03)
Asymmetric selenenylations of (E)-ethoxystyrene are described leading to chiral acetals. An efficient synthesis of such compounds including the determination of their absolute configuration is described.
NOVEL COMPOUNDS
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, (2008/06/13)
The present invention provides compounds of formula (I): a process for their preparation, to pharmaceutical compositions comprising the compounds and the preparation of said compositions, to intermediates and to use of the compounds for the manufacture of a medicament for therapeutic treatment, particularly for the treatment of inflammation, allergy and/or auto-immune conditions.
Diels-alder reactivity of binuclear complexes with calixarene-like structures
Kaess, Steffen,Gregor, Thomas,Kersting, Berthold
, p. 101 - 104 (2007/10/03)
The regioselectivity of the Diels-Alder reaction between ω-substituted dienoates and unsymmetrical dienophiles can be strictly controlled by "calixarene-like" metal complexes of type A (see scheme). The reaction of the dienoate coligand in A with acrylonitrile leads to the exclusive formation of the regioisomer adduct I, which is in striking contrast to the low regioselectivity of the background reaction. (Chemical Equation Presented).
