17649-90-0Relevant academic research and scientific papers
Regioselective synthesis of 3-(methylthio)phenols by formal [3+3]-cyclocondensations of 3-oxo-bis(methylthio)ketenacetals with 1,3-bis(trimethylsilyloxy)-1,3-butadienes and 1,3-dicarbonyl dianions
Lubbe, Mathias,Bendrath, Franziska,Trabhardt, Tiana,Villinger, Alexander,Fischer, Christine,Langer, Peter
, p. 5998 - 6007 (2013/07/25)
The cyclization of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-oxo-bis(methylthio)ketenacetals afforded 3-(methylthio)phenols containing an acyl or ester substituent located at position 2. The cyclization of free 1,3-dicarbonyl dianions with 3-oxo-bi
Regioselective synthesis of functionalized 3-(methylthio)phenols by the first formal [3+3] cyclocondensations of 1,3-bis(trimethylsilyloxy)-1,3- butadienes with 1,1-bis(methylthio)-1-en-3-ones
Lubbe, Mathias,Klassen, Renske,Trabhardt, Tiana,Villinger, Alexander,Langer, Peter
scheme or table, p. 2331 - 2333 (2009/04/11)
The [3+3] cyclocondensation of 1,3-bis(silyl enol ethers) with 1,1-bis(methylthio)-1-en-3-ones results in the regioselective formation of 3-(methylthio)phenols. The products represent useful synthetic building blocks, which are not readily available by ot
Intramolecular Radical Cyclization of Ketene Dithioacetals
Yamamoto, Makoto,Furusawa, Atsuko,Iwasa, Seiji,Kohmoto, Shigeo,Yamada, Kazutoshi
, p. 1550 - 1555 (2007/10/02)
A novel intramolecular ketene radical cyclization was described.Treatment of α-bromo-β-alkoxycarbonyl- and α-bromo-β-oxoketene dithioacetals with tributyltin hydride and AIBN gave lactones and cyclic ketones bearing bis(methylthio)methylene substituent at α-position in moderate yields.Tandem radical cyclization of ketene radical synthons were also carried out.
A convenient one-pot synthesis of ketene dithioacetals
Villemin,Alloum
, p. 301 - 303 (2007/10/02)
An easy synthesis of ketene dithioacetals 2 and 3 by the condensation of carbon disulfide and active methylene compounds 1 with subsequent alkylation in the presence of potassium fluoride is described.
CYCLOAROMATIZATION OF α-OXOKETENE DITHIOACETALS WITH LITHIOACETONITRILE: A FACILE ROUTE FOR 4-SUBSTITUTED AND 4,5-ANNELATED PYRIDINES
Gupta, Arun K.,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
, p. 6633 - 6636 (2007/10/02)
A new general method for the synthesis of 4-substituted and 4,5-annelated pyridines has been developed by 1,2-addition of lithioacetonitrile to α-oxoketene dithioacetals followed by cycloaromatization of resulting carbinolacetals in the presence of phosphoric acid with concomitant 1,3-methylthio shift.
A FACILE RING CLEAVAGE OF CYCLIC KETONES. SYNTHESIS OF 9-(ALKOXYCARBONYLALKYL)PYRIDOPYRIMIDINES
Huang, Zhi-tang,Wang, Xiao-jun
, p. 1527 - 1528 (2007/10/02)
2-(Hexahydro-2-pyrimidinylidene)cycloalkanones 1 react with ethyl propiolate in alcoholic solution to give 9-(alkoxycarbonylalkyl)-pyridopyrimidines 3 via ring cleavage of cyclic ketones.
Synthesis of Cycloalkanone - Substituted Ketene Aminals and their Reaction with Ethyl Propiolate
Huang, Zhi-tang,Wang, Xiao-jun
, p. 1803 - 1808 (2007/10/02)
2-cycloalkanones 1 react with diamines to give the corresponding 2-cycloalkanones 2a-e and 2-(2-imidazolidinylidene)cycloalkanones 2f, g.The ketene aminals 2 react with ethyl propiolate in alcoh
FORMATION OF 1,1-DITHIODICARBOXYLIC ACID ESTERS FROM CYCLIC KETONES, CARBON DISULFIDE, AND LITHIUM METHOXIDE
Fujinami, Tatsuo,Wakuda, Kazuo,Takahashi, Noriyuki,Sakai, Shizuyoshi
, p. 123 - 126 (2007/10/02)
Methyl esters of 1,1-dithiodicarboxylic acids were formed by the reaction of cyclic ketones with lithium methoxide and carbon disulfide in tetrahydrofuran followed by the treatment with methyl iodide.The reaction proceeds via dithiocarboxylation and carbonyl carbon-carbon bond cleavage through an inverse Dieckmann-type reaction.
