77670-21-4Relevant academic research and scientific papers
Zinc complexes supported by pyridine-: N -oxide ligands: Synthesis, structures and catalytic Michael addition reactions
Chen, Ze-Wen,He, Piao,Liu, Chao,Mo, Xiu-Fang,Tong, Hai-Xia,Xiong, Chang-Feng,Yi, Xiao-Yi
, p. 12365 - 12371 (2020/10/02)
New dipyridylpyrrole N-oxide ligands HL1 and HL2 are designed and synthesized via oxidation of 2-(5-(pyridin-2-yl)-1H-pyrrol-2-yl)pyridine (Hdpp) by using 3-chloroperbenzoic acid (m-CPBA) in CH2Cl2. The treatment of ZnEt2 with two equiv. of HL1 and HL2 af
Highly stereoselective anti-Markovnikov hydrothiolation of alkynes and electron-deficient alkenes by a supported Cu-NHC complex
Yang, Yong,Rioux, Robert M.
, p. 3916 - 3925 (2014/08/05)
A practical, efficient, and low-cost heterogeneous catalyst consisting of a Cu-NHC (N-heterocyclic carbene) complex grafted to SBA-15 silica for the catalytic hydrothiolation of alkynes and electron-deficient alkenes under mild reaction conditions has been developed. The heterogeneous catalyst displays higher activity and stereoselectivity to Z-anti-Markovnikov isomers compared with the homogeneous analog under otherwise identical reaction conditions. The catalytic system is applicable to a broad range of alkynes and thiols and is recyclable without significant loss in catalytic performance. High activity and perfect selectivity to alkyl sulfides formed by the addition of electron-deficient alkenes to various thiols catalyzed by the supported Cu-NHC complex were also realized. This journal is the Partner Organisations 2014.
Modified poly(ε-caprolactone)s: An efficient and renewable access via thia-michael addition and Baeyer-Villiger oxidation
Winkler, Matthias,Raupp, Yasmin S.,Koehl, Lenz A.M.,Wagner, Hanna E.,Meier, Michael A.R.
, p. 2842 - 2846 (2014/06/09)
The preparation of a novel class of ε-caprolactone (CL) monomers, modified at the β-position of the ester function, is described. The efficient thia-Michael addition to cyclohex-2-en-1-one and subsequent Baeyer-Villiger oxidation provided the regioselecti
An atom-economic and odorless thia-Michael addition in a deep eutectic solvent
Azizi, Najmedin,Yadollahy, Zahra,Rahimzadeh-Oskooee, Amin
, p. 1722 - 1725 (2014/03/21)
The first 100% atom-efficient and odorless protocol for carbon-sulfur bond formation in a deep eutectic solvent (DES) as both the reaction medium and catalyst is reported. The biodegradable and inexpensive DES provides an efficient and convenient ionic reaction medium for the thia-Michael addition with in situ generation of S-alkylisothiouronium salts in place of thiols without the urea by-product segment. This protocol offers several advantages including short reaction times, high yields, clean reactions, and inexpensive and commercially available starting materials.
Mild hydrosulfenylation of Olefins under neutral conditions using a defined NHC-ligated iron-sulfur catalyst
Alt, Isabel,Rohse, Philipp,Plietker, Bernd
, p. 3002 - 3005 (2014/01/06)
A defined NHC-Fe-S complex proved to be an efficient catalyst for the selective hydrosulfenylation of α,β-unsaturated ketones or vinylnitriles. A wide range of different aliphatic thiols were transferred in this atom-economic reaction into the correspondi
Novel atom-economic reaction: Comprehensive utilization of S-alkylisothiouronium salt in the synthesis of thioethers and guanidinium salts
Gao, Pengchao,Leng, Penglin,Sun, Qi,Wang, Xin,Ge, Zemei,Li, Runtao
, p. 17150 - 17155 (2013/09/24)
A novel atom-economic three-component one-pot reaction of a primary amine, an S-alkylisothiouronium salt and a Michael receptor is reported, which affords a guanidinium salt and thioether simultaneously. The guanidine moiety is involved in catalyzing the conjugated Michael addition of the mercaptan. The reaction proceeds under ambient conditions using a non-toxic EtOH-H2O mixture as the solvent, and the two products can be very easily purified. Complete atom economy is achieved by fully utilizing the S-alkylisothiouronium salt and converting the previously wasted mercaptan by-product into the valuable thioether.
Acidic-functionalized ionic liquid as an efficient, green and reusable catalyst for hetero-Michael addition of nitrogen, sulfur and oxygen nucleophiles to α,β-unsaturated ketones
Han, Feng,Yang, Lei,Li, Zhen,Xia, Chungu
experimental part, p. 346 - 354 (2012/01/14)
A series of acidic-functionalized ionic liquids were synthesized and applied to the hetero-Michael addition of nitrogen, sulfur and oxygen nucleophiles to α,β-unsaturated ketones under solvent-free conditions. Notably, 1-methylimidazolium p-toluenesulfoni
Chiral lanthanoid dimers ligated by carbohydrate-based diketonates: Catalytic and luminescent properties
Gee, William J.,Hierold, Judith,MacLellan, Jonathan G.,Andrews, Philip C.,Lupton, David W.,Junk, Peter C.
experimental part, p. 3755 - 3760 (2011/11/14)
The reaction of hydrated lanthanoid chlorides (Ln = La, Eu) with chiral, carbohydrate-based diketonate ligands has yielded dimeric species with Ln 2L6 composition as determined by MALDI mass spectrometry and single-crystal X-ray crystallography. The X-ray crystallographic analysis identified a chiral cavity formed by interligand repulsion able to coordinate dimethylformamide, prompting investigation of the catalytic properties of the dimers. Preliminary results indicate that the dimers display catalytic activity in thio-Michael addition reactions as well as metal-based luminescence in the case of europium.
Synthesis and application of modified silica sulfuric acid as a solid acid heterogeneous catalyst in Michael addition reactions
Zolfigol, Mohammad Ali,Veisi, Hojat,Mohanazadeh, Farajollah,Sedrpoushan, Alireza
experimental part, p. 977 - 986 (2011/09/16)
Figure represented. Modified silica sulfuric acid (MSSA) as a new type of silica sulfuric acid was prepared and effectively used in the conjugate addition of indole, pyrrole, and thiols with Michael acceptors under mild conditions at room temperature. Als
JandaJel as a polymeric support to improve the catalytic efficiency of immobilized-1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) under solvent-free conditions
Lanari, Daniela,Ballini, Roberto,Bonollo, Simona,Palmieri, Alessandro,Pizzo, Ferdinando,Vaccaro, Luigi
supporting information; experimental part, p. 3181 - 3186 (2011/12/04)
JandaJel, with its greater spacing between the linear polymeric chains compared to that of polystyrene matrices, is a very efficient support for improving the catalytic efficiency of TBD under SolFC. The Royal Society of Chemistry.
