92672-77-0Relevant academic research and scientific papers
Direct Synthesis of 1-Arylprop-1-ynes with Calcium Carbide as an Acetylene Source
Gao, Lei,Li, Zheng
supporting information, p. 1580 - 1584 (2019/08/20)
A simple method is described for the synthesis of 1-arylprop-1-ynes directly from aromatic aldehyde p -tosylhydrazones by using calcium carbide as an acetylene source. The salient features of this protocol are its use of a readily available and easily handled source of acetylene, its operational simplicity, its high yield, and its broad substrate scope.
Zirconacyclopentadiene-Annulated Polycyclic Aromatic Hydrocarbons
Kiel, Gavin R.,Ziegler, Micah S.,Tilley, T. Don
supporting information, p. 4839 - 4844 (2017/04/11)
Syntheses of large polycyclic aromatic hydrocarbons (PAHs) and graphene nanostructures demand methods that are capable of selectively and efficiently fusing large numbers of aromatic rings, yet such methods remain scarce. Herein, we report a new approach
Rhodium-Catalyzed Synthesis and Optical Properties of Silicon-Bridged Arylpyridines
Shintani, Ryo,Misawa, Nana,Takano, Ryo,Nozaki, Kyoko
supporting information, p. 2660 - 2665 (2017/03/06)
A convergent and regioselective synthesis of silicon-bridged 4-arylpyridines has been developed through a rhodium-catalyzed [2+2+2] cycloaddition of silicon-containing diynes with nitriles. The absorption and emission properties of these compounds have be
BENZODIAZEPINES AS BROMODOMAIN INHIBITORS
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Page/Page column 53, (2017/02/28)
The present invention provides novel benzodiazepine derivatives of Formula I or pharmaceutically acceptable derivatives, polymorphs, salts or prodrugs thereof. Said compounds have potential as bromodomain (BRD) inhibitors.
Design, Synthesis, and Biological Activity of 1,2,3-Triazolobenzodiazepine BET Bromodomain Inhibitors
Sharp, Phillip P.,Garnier, Jean-Marc,Hatfaludi, Tamas,Xu, Zhen,Segal, David,Jarman, Kate E.,Jousset, Hélène,Garnham, Alexandra,Feutrill, John T.,Cuzzupe, Anthony,Hall, Peter,Taylor, Scott,Walkley, Carl R.,Tyler, Dean,Dawson, Mark A.,Czabotar, Peter,Wilks, Andrew F.,Glaser, Stefan,Huang, David C. S.,Burns, Christopher J.
supporting information, p. 1298 - 1303 (2017/12/26)
A number of diazepines are known to inhibit bromo- and extra-terminal domain (BET) proteins. Their BET inhibitory activity derives from the fusion of an acetyl-lysine mimetic heterocycle onto the diazepine framework. Herein we describe a straightforward, modular synthesis of novel 1,2,3-triazolobenzodiazepines and show that the 1,2,3-triazole acts as an effective acetyl-lysine mimetic heterocycle. Structure-based optimization of this series of compounds led to the development of potent BET bromodomain inhibitors with excellent activity against leukemic cells, concomitant with a reduction in c-MYC expression. These novel benzodiazepines therefore represent a promising class of therapeutic BET inhibitors.
Visible light-promoted radical cyclization of silicon-tethered alkyl iodide and phenyl alkyne. An efficient approach to synthesize benzosilolines
Lin, Xinglong,Gan, Zubao,Lu, Ji,Su, Zhishan,Hu, Changwei,Zhang, Yuebao,Wu, Ya,Gao, Lu,Song, Zhenlei
supporting information, p. 6189 - 6192 (2016/05/19)
An efficient approach to synthesize benzosiloline has been developed using a visible light-promoted radical cyclization reaction of silicon-tethered alkyl iodide and phenyl alkyne.
Synthesis of diarylenynes by olefination of 1-arylpropyne with arylaldehyde and their optical properties
Shinohara, Kenta,Nishida, Takanori,Wada, Ryosuke,Peng, Lifen,Minoda, Yuju,Orita, Akihiro,Otera, Junzo
, p. 4427 - 4434 (2016/07/06)
A new synthetic protocol of 1-arylpropyne was developed by taking advantage of 1-(diphenylphosphoryl)propyne as propyne equivalent in Sonogashira coupling: consecutive subjection of phosphorylpropyne to t-BuOK and to aryl halides in the presence of Pd and Cu catalysts afforded the corresponding 1-arylpropynes. The following olefination of the 1-arylpropyne with aldehyde provided the corresponding diarylenyne. When the enynes thus obtained were irradiated with UV light, they showed strong emission in organic solvents and in the solid states. In solution, Ph2N-substituted enynes exhibited remarkable solvatofluorochromism, and Lippert–Mataga plot analysis demonstrated that they undergo the larger polarization in the excited states than in the ground states.
Organomagnesium-catalyzed isomerization of terminal alkynes to allenes and internal alkynes
Rochat, Rapha?l,Yamamoto, Koji,Lopez, Michael J.,Nagae, Haruki,Tsurugi, Hayato,Mashima, Kazushi
supporting information, p. 8112 - 8120 (2015/05/27)
Organomagnesium complexes 2 were synthesized from N,N-dialkylamineimine ligands 1 and dibenzylmagnesium by benzylation of the imine moiety. 3-Aryl-1-propynes reacted with 2 to form the corresponding tetraalkynyl complexes, which acted as catalysts for the transformation of these terminal alkynes into allenes and further to internal alkynes under mild conditions. To the best of our knowledge, this example is the first of an organomagnesium-catalyzed isomerization of alkynes. Notably, the reactions proceeded through temporally separated autotandem catalysis, thus allowing the isolation of the allene or internal alkyne species in good yields. Mechanistic experiments suggested that the catalytically active tetraalkynyl complexes consist of a tautomeric mixture of alkynyl-, allenyl-, and propargylmagnesium species.
An alternative approach to aldol reactions: Gold-catalyzed formation of boron enolates from alkynes
Koerner, Cindy,Starkov, Pavel,Sheppard, Tom D.
supporting information; experimental part, p. 5968 - 5969 (2010/07/05)
A new method for enolate generation via the gold-catalyzed addition of boronic acids to alkynes is reported. The formation of boron enolates from readily accessible ortho-alkynylbenzeneboronic acids proceeds rapidly with 2 mol % PPh3AuNTf2
Synthesis of hexahelicene and 1-methoxyhexahelicene via cycloisomerization of biphenylyl-naphthalene derivatives
Storch, Jan,Sykora, Jan,Cermak, Jan,Karban, Jindrich,Cisarova, Ivana,Ruzicka, Ales
supporting information; experimental part, p. 3090 - 3093 (2009/08/08)
The new approach provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key biphenylyl-naphthalenes and their platinum-catalyzed double cycloisomerization. This sequence of reactions provides a synthetic ro
