85894-91-3Relevant articles and documents
Rhodium-catalyzed hydrothiolation of alkynes with thiols for construction of sulfur-containing π-conjugated systems
Yoshimura, Aya,Nomoto, Akihiro,Ogawa, Akiya
, p. 2381 - 2389 (2014/06/24)
To synthesize sulfur-containing π-conjugated polymers, reaction conditions for rhodium-catalyzed hydrothiolation of terminal alkynes with arenethiols are optimized in detail. Under the optimized conditions, rhodium-catalyzed hydrothiolation of terminal al
Hydroxo-rhodium-N-heterocyclic carbene complexes as efficient catalyst precursors for alkyne hydrothiolation
Palacios, Laura,Artigas, Maria Jose,Polo, Victor,Lahoz, Fernando J.,Castarlenas, Ricardo,Perez-Torrente, Jesus J.,Oro, Luis A.
, p. 2910 - 2919 (2014/01/06)
The new Rh-hydroxo dinuclear complexes stabilized by an N-heterocyclic carbene (NHC) ligand of type [Rh(μ-OH)(NHC)(η2-olefin)] 2 (coe, IPr (3), IMes (4); ethylene, IPr (5)) are efficient catalyst precursors for alkyne hydrothiolation
Addition of benzenethiol to terminal alkynes catalyzed by hydrotris(3,5-dimethylpyrazolyl)borate-Rh(III) bis(thiolate) complex: Mechanistic studies with characterization of the key intermediate
Misumi, Yoshiyuki,Seino, Hidetake,Mizobe, Yasushi
, p. 3157 - 3164 (2007/10/03)
The Rh(III)-thiolate complex [Tp*Rh(SPh)2(MeCN)] (2; Tp* = hydrotris(3,5-dimethylpyrazolyl)borate) readily undergoes substitution of MeCN by XyNC (Xy = 2,6-dimethylphenyl) to give the isocyanide complex [Tp*Rh(S
A New Synthesis of Olefins via the Elimination Reaction of β-Tributylstannyl Organosulfur Compounds
Ochiai, Masahito,Ukita, Tatsuzo,Fujita, Eiichi,Tada, Shin-ichi
, p. 1829 - 1839 (2007/10/02)
Organosulfur compounds on treatment with butyllithium in tetrahydrofuran followed by tributylstannylmethyl iodide 1 afforded olefins.The reaction was found to proceed via the destannylsulfurization of the initially formed β-stannyl organosulfur compounds.Thus, allyl 2-pyridyl sulfides 2 or allyl phenyl sulfones 12 were converted into 1,3-dienes 4.Compounds 13 and 15 were converted into the olefins 14 and 17.Furthermore, the reaction was applied to the synthesis of α-substituted vinyl sulfides 24 and allene 27.The stereochemistry of the double bond is discussed.Keywords - destannylsulfurization; allyl 2-pyridyl sulfide; allyl phenyl sulfone; synthesis of olefin; 1,3-diene; vinyl sulfide; β-tributylstannyl organosulfur compound.
ENOL THIOETHERS AS ENOL SUBSTITUTES. AN ALKYLATION SEQUENCE.
Trost,Lavoie
, p. 5075 - 5090 (2007/10/02)
Ionic bromination of enol phenyl thiolethers forms predominantly to exclusively 2-(phenylthio)-3-bromo-1-alkenes, an enolonium equivalent. The allylic bromide participates in displacements with stabilized and nonstabilized nucleophiles. The ability to hydrolyze the enol thioethers to their corresponding ketones equates this sequence to an equivalence of an enolonium ion. The versatility of the sulfur in selective introduction of allylic hydroxyl and amino groups as well as the ability to directly replace the sulfur substituent by hydrogen or alkyl imparts special significance to this approach. The sequence is highly regio-and chemoselective. Applications include the synthesis of lanceol and bisabolene and the introduction of steroid side chains.