1147014-57-0Relevant academic research and scientific papers
Regioselective, stereoselective, and conformationally controlled synthesis of(η4-tetraarylcyclobutadiene)(η5- carbomethoxycyclopentadienyl)cobalt metallocenes
Cassar, Doyle J.,Nagaradja, Elisabeth,Butler, David C. D.,Villemin, Didier,Richards, Christopher J.
, p. 894 - 897 (2012)
The Friedel - Crafts reaction of (η4- tetraphenylcyclobutadiene)(η5-carbomethoxycyclopentadienyl) cobalt with acid chlorides/aluminum chloride resulted exclusively in para-phenyl acylation. Both monoacylated (1.1 equiv of RCOCl/AlCl
Br?nsted Acid-Catalyzed Enantioselective Cycloisomerization of Arylalkynes
Abadie, Baptiste,Berlande, Murielle,Dhara, Kalyan,Gicquiaud, Julien,Hermange, Philippe,Sotiropoulos, Jean-Marc,Toullec, Patrick Y.
supporting information, p. 16266 - 16271 (2020/11/30)
The first example of an enantioselective carbocyclization of an alkyne-containing substrate catalyzed by chiral Br?nsted acids was achieved. The use of the 2-hydroxynaphthyl substituent on the alkyne as a directing group constituted the key parameter enabling both efficient regioselective protonation of the carbon–carbon triple bond and chiral induction. The key cationic intermediate could be depicted either as a cationic vinylidene ortho-quinone methide or a stabilized vinyl cation. Atropoisomeric phenanthrenes derivatives were produced in high yields and good enantioselectivities under mild, metal-free reaction conditions in the presence of chiral N-triflylphosphoramide catalysts. The carbenic nature of the cationic intermediate was also exploited to describe an example of alkyne/alkane cycloisomerization.
Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis
Chiu, Hsin-Chun,Tonks, Ian A.
supporting information, p. 6090 - 6094 (2018/05/30)
Trimethylsilyl (TMS)-protected alkynes served as selective alkyne cross-coupling partners in titanium-catalyzed [2+2+1] pyrrole synthesis. Reactions of TMS-protected alkynes with internal alkynes and azobenzene under the catalysis of titanium imido comple
Microwave-assisted copper- and palladium-catalyzed sonogashira-type coupling of aryl bromides and iodides with trimethylsilylacetylene
Lei, Yonghua,Hu, Tianhan,Wu, Xingsen,Wu, Yue,Xiang, Hua,Sun, Haopeng,You, Qidong,Zhang, Xiaojin
, p. 1100 - 1103 (2016/03/09)
An efficient and rapid method was developed for the synthesis of 1-aryl-2-(trimethylsilyl)acetylene. Copper and palladium-catalyzed sonogashira-type coupling of trimethylsilylacetylene and aryl bromides or iodides in the presence of triethylamine as base
A guide to sonogashira cross-coupling reactions: The influence of substituents in aryl bromides, acetylenes, and phosphines
Schilz, Marc,Plenio, Herbert
experimental part, p. 2798 - 2807 (2012/05/05)
The conversion-time data for 168 different Pd/Cu-catalyzed Sonogashira cross-coupling reactions of five arylacetylenes (phenylacetylene; 1-ethynyl-2-ethylbenzene; 1-ethynyl-2,4,6-R3-benzene (R = Me, Et, i-Pr)) and Me3SiCCH with seven
One-pot procedure for the synthesis of unsymmetrical diarylalkynes
Severin, Rene,Reimer, Jessica,Doye, Sven
supporting information; experimental part, p. 3518 - 3521 (2010/07/17)
Unsymmetrical diarylalkynes are accessible by a one-pot procedure from two different aryl halides and (trimethylsilyl)acetylene. The three-component coupling is initialized by a Pd/Cu-catalyzed Sonogashira coupling of an aryl halide with (trimethylsilyl)a
Platinum and ruthenium chloride-catalyzed cycloisomerization of 1-alkyl-2-ethynylbenzenes: Interception of π-activated alkynes with a benzylic C-H bond
Tobisu, Mamoru,Nakai, Hiromi,Chatani, Naoto
supporting information; experimental part, p. 5471 - 5475 (2009/12/06)
(Chemical Equation Presented) Air-stable and commercially available alkynophilicmetal salts, such as PtCl2, PtCl4, and [RuCl2(CO)3]2, catalyze the cycloisomerization of 1-alkyl-2-ethynylbenzenes to produce substituted indenes even at an ambient temperature. Electrophilically activated alkynes can be intercepted by simple benzylic C-Hbonds at primary, secondary, and tertiary carbon centers. Mechanistic studies, such as labeling studies and kinetic isotope and substituent effects, indicate that the cycloisomerization proceeds through the formation of a vinylidene intermediate and turnover-limiting 1,5-shift of benzylic hydrogen.
PYRROLOPYRIMIDINE ALKYNYL COMPOUNDS AND METHODS OF MAKING AND USING SAME
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Page/Page column 44-45, (2009/05/30)
Provided herein are pyrrolopyrimide alkynyl compounds, and methods of making and using the same. Such compounds may be used in inflammatory or myeloproliferative disorders. The disclosure also provides for treating cancer.
The sequential Sonogashira-click reaction: A versatile route to 4-aryl-1,2,3-triazoles
Loerincz, Krisztian,Kele, Peter,Novak, Zoltan
experimental part, p. 3527 - 3532 (2010/02/28)
Aryl halides can be easily transformed in a one-pot procedure into 4-aryl-1,2,3-triazoles with palladium/copper-catalyzed Sonogashira-click reaction sequence, using trimethylsilylacetylene as acetylene surrogate.
