191162-39-7Relevant articles and documents
Copper-Catalyzed Monoorganylation of Trialkyl Borates with Functionalized Organozinc Pivalates
Fu, Ying,Gou, Bei-Lei,Shi, Chun-Zhao,Du, Zhengyin,Shen, Tong
, p. 4253 - 4257 (2018/09/18)
Organozinc pivalates, a recently developed air- and moisture-stable organozinc species, were found for the first time as excellent organometallic species in the monoorganylation of trialkyl borates whereby boronic acids were prepared in high yields. The significant advantage of organozinc pivalates over another previously employed organometallic reagents, e. g., organolithium reagents, Grignard reagents and organozinc halides, is that the generation of multiorganylation byproducts such as borinic acids and trialkylboranes were completely suppressed. Additionally, the in situ generated boronates could be directly arranged into Suzuki-Miyaura type cross-coupling reactions to produce biaryls in high yields.
MULTICYCLIC COMPOUND INCLUDING NITROGEN AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME
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Paragraph 0151-0154, (2016/10/08)
The present invention relates to a polycyclic compound containing nitrogen and an organic light-emitting device comprising the same. The compound is represented by chemical formula 1. The compound of the present invention can be used as an organic matter layer material of the organic light-emitting device.COPYRIGHT KIPO 2016
An easy route to (hetero)arylboronic acids
Erb, William,Hellal, Akila,Albini, Mathieu,Rouden, Jacques,Blanchet, Jerome
supporting information, p. 6608 - 6612 (2014/06/09)
An unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated.
Investigation of a lithium-halogen exchange flow process for the preparation of boronates by using a cryo-flow reactor
Newby, James A.,Huck, Lena,Blaylock, D. Wayne,Witt, Paul M.,Ley, Steven V.,Browne, Duncan L.
, p. 263 - 271 (2014/01/17)
Conducting low-temperature organometallic reactions under continuous flow conditions offers the potential to more accurately control exotherms and thus provide more reproducible and scalable processes. Herein, progress towards this goal with regards to the lithium-halogen exchange/borylation reaction is reported. In addition to improving the scope of substrates available on a research scale, methods to improve reaction profiles and expedite purification of the products are also described. On moving to a continuous system, thermocouple measurements have been used to track exotherms and provide a level of safety for continuous processing of organometallic reagents. The use of an in-line continuous liquid-liquid separation device to circumvent labour intensive downstream off-line processing is also reported. A cool setup: A small footprint, modular setup based around a cryo-flow reactor is reported for the preparation of gram quantities of boronic esters. With minimum alteration, including the addition of a data logger with thermocouples and a liquid-liquid separator, the same equipment can be used to scale the process, inclusive of an in-line extraction. Copyright
Sequential one-pot access to molecular diversity through aniline aqueous borylation
Erb, William,Albini, Mathieu,Rouden, Jacques,Blanchet, Jrme
, p. 10568 - 10580 (2015/01/08)
On the basis of our recently reported aniline aqueous borylation, molecular diversity was achieved in a one-pot process by combining other reactions such as esterification, Suzuki-Miyaura coupling, hydrogenolysis, or Petasis borono-Mannich.
Synthesis and characterization of highly soluble blue emitting poly(2-vinylanthracene) with 9,10-di(2-naphthalenyl) and 9,10-di(3-quinolinyl) substituents
Wang, Jianli,Leung, Louis M.
, p. 105 - 115 (2013/10/21)
Two new blue fluorescent polymers poly(910-di(2-naphthalenyl)-2- vinylanthracene) (P(2ADN)) and poly(9,10-di(3-quinolinyl)-2-vinylanthracene) (P(3ADQ)), were polymerized from free radical solution addition polymerization with Mn = 21,500 and 15,400, respectively. The polymers are highly soluble in common organic solvents while P(3ADQ) is also soluble in polar solvents including a 1/1 mixture of ethanol/water. Both polymers are amorphous with excellent thermal stability (Tg (Midpoint) = 343 C and 298 C for P(2ADN) and P(3ADQ), respectively). P(2ADN) exhibited three prominent absorption bands in tetrahydrofuran (364, 383 and 403 nm) and is similar to that of P(3ADQ) (369, 384 and 404 nm). The solid-state Commission Internationale d'Eclairage (CIEx,y) color coordinates for illumination were (0.15, 0.10) for P(2ADN) and (0.15, 0.13) for P(3ADQ) which lied within the requirements for a true blue display color. The photoluminescence (PL) of the polymers red-shifted 16-17 nm from their respective pendant chromophore 2-methyl-9,10-di(2-naphthalenyl)anthracene (2MADN) and 2-methyl-9,10-di(3- quinolinyl)anthracene (3MADQ) and can be attributed to partial π-π stacking between the adjacent aromatic pendant groups in the polymer chains. The luminescences of 3MADQ and P(3ADQ) are sensitive to pH and the pKa for the alkalescent 3MADQ and P(3ADQ) calculated was 2.4 and 2.7, respectively. Both polymers have similar band-gap energy (Eg) between 2.88 and 2.91 eV, while the LUMO/HOMO for P(3ADQ) is shifted slightly downward -0.06 to -0.03 eV compared to P(2ADN). The mobility (μhole) of the two polymers were measured to be 4.0 × 10-7 and 10-8 cm 2/(V-s) for P(2ADN) and P(3ADQ), respectively.
Scope of the palladium-catalyzed aryl borylation utilizing bis-boronic acid
Molander, Gary A.,Trice, Sarah L. J.,Kennedy, Steven M.,Dreher, Spencer D.,Tudge, Matthew T.
supporting information; experimental part, p. 11667 - 11673 (2012/09/05)
The Suzuki-Miyaura reaction has become one of the more useful tools for synthetic organic chemists. Until recently, there did not exist a direct way to make the most important component in the coupling reaction, namely the boronic acid. Current methods to make boronic acids often employ harsh or wasteful reagents to prepare boronic acid derivatives and require additional steps to afford the desired boronic acid. The scope of the previously reported palladium-catalyzed, direct boronic acid synthesis is unveiled, which includes a wide array of synthetically useful aryl electrophiles. It makes use of the newly available second generation Buchwald XPhos preformed palladium catalyst and bis-boronic acid. For ease of isolation and to preserve the often sensitive C-B bond, all boronic acids were readily converted to their more stable trifluoroborate counterparts.
Palladium-catalyzed borylation of aryl and heteroaryl halides utilizing tetrakis(dimethylamino)diboron: One step greener
Molander, Gary A.,Trice, Sarah L. J.,Kennedy, Steven M.
supporting information, p. 4814 - 4817,4 (2012/12/12)
The palladium-catalyzed borylation of aryl and heteroaryl halides with a novel borylating agent, tetrakis(dimethylamino)diboron [(Me2N) 2B-B(NMe2)2], is reported. The method is complementary to the previously reported method utilizing bis-boronic acid (BBA) in that certain substrates perform better under one set of optimized reaction conditions than the other. Because tetrakis(dimethylamino)diboron is the synthetic precursor to both BBA and bis(pinacolato)diboron (B 2Pin2), the new method represents a more atom-economical and efficient approach to current borylation methods.
Pyrrolopyrimidines and Pyrrolopyridines
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Page/Page column 49-50, (2009/07/25)
Compounds of formula I in free or salt or solvate form, wherein X, T1, T3 and T4 have the meanings as indicated in the specification, are useful for treating diseases mediated by the ALK-5 and/or ALK-4 receptor. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.
PHOSPHATIDYLINOSITOL 3 KINASE INHIBITORS
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Page/Page column 134, (2010/01/12)
Provided are compounds according to Formula (I), or stereoisomer, prodrug, polymorph, or pharmaceutically acceptable salt forms thereof, wherein X, Y, R1, R6 , R7, and R8 are as defined, which compounds are effective inhibitors of PI3-kinase and/or other medically and clinically relevant kinases. Also provided are pharmaceutical compositions and methods of using the compounds and compositions as PB -kinase and kinase inhibitors. More particularly, the compounds of the invention provide treatments and therapeutics for human diseases regulated by, or associated with, the activity of, PI3-kinases and/or protein kinases, or mutant or variant forms thereof.
