5076-39-1Relevant academic research and scientific papers
Rhodium-catalyzed direct coupling of benzothioamides with alkenes and alkynes through directed C-H bond cleavage
Yokoyama, Yuki,Unoh, Yuto,Bohmann, Rebekka Anna,Satoh, Tetsuya,Hirano, Koji,Bolm, Carsten,Miura, Masahiro
supporting information, p. 1104 - 1106 (2015/09/02)
Rhodium-catalyzed direct coupling of benzothioamides with alkenes proceeds smoothly involving ortho-CH bond cleavage. The thioamides also couple with alkynes under similar conditions accompanied by desulfurization and CN bond cleavage to produce indenone derivatives.
Lewis base catalysis by thiourea: N -bromosuccinimide-mediated oxidation of alcohols
Tripathi, Chandra Bhushan,Mukherjee, Santanu
experimental part, p. 1592 - 1598 (2012/03/11)
In recent times, (thio)urea derivatives have become synonymous with hydrogen bonding owing to their extensive applicability as small molecule organocatalysts. In this paper, another activation mode by thiourea derivatives, namely via Lewis base catalysis, is disclosed for the NBS-mediated oxidation of alcohols. The mild reaction conditions employed here is suitable for chemoselective oxidation of secondary alcohol in the presence of primary alcohol.
Radical OfC transposition: A metal-free process for conversion of phenols into benzoates and benzamides
Baroudi, Abdulkader,Alicea, Jeremiah,Flack, Phillip,Kirincich, Jason,Alabugin, Igor V.
experimental part, p. 1521 - 1537 (2011/06/11)
We report a metal-free procedure for transformation of phenols into esters and amides of benzoic acids via a new radical cascade. Diaryl thiocarbonates and thiocarbamates, available in a single high-yielding step from phenols, selectively add silyl radicals at the sulfur atom of the CdS moiety. This addition step, analogous to the first step of the Barton-McCombie reaction, produces a carbon radical which undergoes 1,2 OfC transposition through an O-neophyl rearrangement. The usually unfavorable equilibrium in the reversible rearrangement step is shifted forward via a highly exothermic C-S bond scission in the O-centered radical, which furnishes the final benzoic ester or benzamide product. The metal-free preparation of benzoic acid derivatives from phenols provides a potentially useful alternative to metal-catalyzed carbonylation of aryl triflates.
THE NUCLEOPHILICITY OF SUBSTITUTED THIOUREAS TOWARDS PLATINUM(II) SUBSTRATES
Cattalini, Lucio,Bonivento, Massimiliano,Michelon, Gianni,Tobe, Martin L.,Treadgold, Andrew T.
, p. 725 - 728 (2007/10/02)
The kinetics of the displacement of chloride from three platinum(II) substrates, trans- (py = pyridine), K and ClO4 (dien = 1,5-diamino-3-azapentane) by a series of substituted thioureas have been studied in methanol
Extremely Reactive C=C Double Bonds, VI. - Tris(methylphenylamino)methane - The Chemistry of Orthoamides
Schoenberg, Alexander,Singer, Erich,Stephan, Werner
, p. 1581 - 1588 (2007/10/02)
Reactions of the title compound 2 with sulfur, selenium, thiophenol, malononitrile, 1,3-indanedione, fluorenone hydrazone, phenylmagnesium bromide, bromine, thioacetic acid, N,N'-diphenylurea, oxalyl chloride, 9,9-dichloroxanthene, phenyl isocyanate, and stilbene dibromide are described and the mechanisms are discussed.The catalytic influence of 2 on the decomposition of 9-diazofluorene in xylene and mesitylene is discussed.
