2899-66-3Relevant articles and documents
Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer
Tan, Wen-Yun,Lu, Yi,Zhao, Jing-Feng,Chen, Wen,Zhang, Hongbin
supporting information, p. 6648 - 6653 (2021/09/08)
The oxidation of primary alcohols and aldehydes to the corresponding carboxylic acids is a fundamental reaction in organic synthesis. In this paper, we report a new chemoselective process for the oxidation of primary alcohols and aldehydes. This metal-free reaction features a new oxidant, an easy to handle procedure, high isolated yields, and good to excellent functional group tolerance even in the presence of vulnerable secondary alcohols and tert-butanesulfinamides.
Phototriggered base proliferation: A powerful 365 nm LED photoclick tool for nucleophile-initiated thiol-Michael addition reaction
Xu, Ruixin,Guan, Xiaoyuan,He, Minghui,Yang, Jianwen
, p. 914 - 918 (2017/01/13)
Photocaged amines (PCAs) can allow a spatiotemporal control of the highly versatile and widely implemented nucleophile-catalyzed thiol-Michael addition reaction. However, a major challenge with most PCAs is that their relatively low quantum yields easily lead to low photosensitivity, especially under the radiation of light-emitting diodes (LEDs). In this paper, the phototriggered base proliferation (PBP) reaction as a powerful 365 nm LED photoclick tool is presented for the nucleophile-initiated thiol-Michael addition reaction. Compared to the PCA system, the advantages of this approach lie in its enhanced photosensitivity, increased reaction rate and elevated conversion. Finally, due to the persistent interactions of the produced longeval amine, remarkable post conversion was thus initially achieved after irradiation.
Fluoride ion-catalyzed conjugate addition for easy synthesis of 3-sulfanylpropionic acid from thiol and α,β-unsaturated carboxylic acid
Gao, Shijay,Tseng, Chi,Tsai, Cheng Hsuan,Yao, Ching-Fa
, p. 1955 - 1961 (2008/09/17)
3-Sulfanylpropionic acids are obtained in excellent yields by proceeding through a simple, mild, and efficient procedure utilizing tetrabutylammonium fluoride (TBAF) as catalyst.
An improved and green preparation of 3-(alkylthio)propionic acids
Vaismaa, Matti J. P.,Yliniemel?, Sanna M.,Lajunen, Marja K.
, p. 1317 - 1323 (2008/10/09)
An efficient, facile microwave-assisted synthesis has been developed for the preparation of unsymmetrical sulfide derivatives from 3-mercaptopropionic acid and a wide variety of alkyl, allyl or aryl chlorides or bromides. The synthesis performed in ethanol at 80 or 120 °C using sodium hydroxide as a base, selectively without an offensive smell, generates 3-(alkylthio)propionic acids in good yields. Effects of reaction components, temperature, and the heating technique on the formation of the product and side-products were studied.
Iodine catalyzed conjugate addition of mercaptans to α,β- unsaturated carboxylic acids under solvent-free condition
Gao, Shijay,Tzeng, Tingkai,Sastry,Chu, Cheng-Ming,Liu, Ju-Tsung,Lin, Chunchi,Yao, Ching-Fa
, p. 1889 - 1893 (2007/10/03)
We have described herein molecular iodine catalyzed Michael addition of thiol to α,β-unsaturated carboxylic acids. This environmentally benign catalytic system (iodine) used under mild and solvent-free conditions to achieve the corresponding adducts in excellent yield.
A synthetic pathway to Cys-Xxx-Cys (N2S2) analogue ligands: An improved synthesis of HSCH2CH2C(O)NHCH 2C(O)NHCH2CH2SH
Angelosante, Jennifer K.,Lewis, Breia J.,Cooper, Lisa E.,Swanson, Rebecca A.,Daley, Christopher J. A.
, p. 2263 - 2272 (2007/10/03)
Herein, two improved synthetic pathways to biologically relevant Cys-Xxx-Cys analogue ligands used in conjunction with metals as metalloenzyme models (Ni for carbon monoxide dehydrogenase/acetyl-CoA synthase A-cluster; Co and Fe for nitrile hydratase) are reported. Copyright Taylor & Francis Group, LLC.
Di-, tri-, and tetravalent dendritic galabiosides that inhibit hemagglutination by Streptococcus suis at nanomolar concentration
Hansen, Henrik C.,Haataja, Sauli,Finne, Jukka,Magnusson, G?ran
, p. 6974 - 6979 (2007/10/03)
Galabiose (Galα1-4Gal) derivatives were coupled to carrier molecules having mono, di-, tri-, and tetrameric functionalities, thus creating mono- to tetravalent dendritic galabiosides (1-9). The di- to tetravalent galabiosides were several hundred times mo
Method for the preparation of 3-benzylthio-2-alkylpropionic acid and its derivatives
-
, (2008/06/13)
A method is provided for the preparation of derivative of 3-benzylthio-2-alkylpropionic acid of formula (I): STR1 wherein X is independently selected from hydrogen, C1 -C6 alkyl or C1 -C6 alkoxyl, and R is indep
S,S-Dialkyl Dithiocarbonates as a Convenient Source of Alkanethiols: an Improved Synthesis of Alkylthiocarboxylic Acids
Cadamuro, Silvano,Degani, Iacopo,Fochi, Rita,Regondi, Valeria
, p. 1070 - 1074 (2007/10/02)
A wide variety of β-alkylthiocarboxylic acids are obtained by addition of alkanethiols - generated in situ from S,S-dialkyl dithiocarbonates - to appropriate α,β-unsaturated carboxylic acids in good to excellent yields.
