14738-26-2Relevant academic research and scientific papers
Catalyst-free, visible-light-promoted S-H insertion reaction between thiols and α-diazoesters
Chen, Shuwen,Huo, Congde,Liu, Cai,Ma, Ben,Song, Menghui,Wang, Ganggang,Yang, Jingya,Zhou, Hongyan
supporting information, p. 9494 - 9498 (2020/12/15)
A visible-light-promoted S-H insertion reaction between thiols and α-diazoesters was developed. The reaction proceeded smoothly at room temperature with a broad substrate scope, affording various thioethers in moderate to excellent yields. The catalyst- A
MYOGLOBIN-BASED CATALYSTS FOR CARBENE TRANSFER REACTIONS
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Paragraph 0077; 00297; 00298, (2016/06/14)
Methods are provided for carrying out carbene transfer transformations such as olefin cyclopropanation reactions, carbene heteroatom-H insertion reactions (heteroatom = N, S, Si), sigmatropic rearrangement reactions, and aldehyde olefination reactions with high efficiency and selectivity by using a novel class of myoglobin-based biocatalysts. These methods are useful for the synthesis of a variety of organic compounds which contain one or more new carbon-carbon or carbon-heteroatom (N, S, or Si) bond. The methods can be applied for conducting these transformations in vitro (i.e., using the biocatalyst in isolated form) and in vivo (i.e., using the biocatalyst in a whole cell system).
Intermolecular carbene S-H insertion catalysed by engineered myoglobin-based catalysts
Tyagi, Vikas,Bonn, Rachel B.,Fasan, Rudi
, p. 2488 - 2494 (2015/03/30)
The first example of a biocatalytic strategy for the synthesis of thioethers via an intermolecular carbene S-H insertion reaction is reported. Engineered variants of sperm whale myoglobin were found to efficiently catalyze this C-S bond forming transformation across a diverse set of aryl and alkyl mercaptan substrates and α-diazoester carbene donors, providing high conversions (60-99%) and high numbers of catalytic turnovers (1100-5400). Furthermore, the enantioselectivity of these biocatalysts could be tuned through mutation of amino acid residues within the distal pocket of the hemoprotein, leading to myoglobin variants capable of supporting asymmetric S-H insertions with up to 49% ee. Rearrangement experiments support a mechanism involving the formation of a sulfonium ylide generated upon attack of the thiol substrate to a heme-bound carbene intermediate. This journal is
An efficient synthesis of aryloxyacetic acid and arylthioacetic acid esters
Li, Ji-Tai,Li, Hong-Ya,Li, Hui-Zhang
, p. 416 - 417 (2007/10/03)
The esterification of the aryloxyacetic acid and arylthioacetic acid catalysed by silica sulfuric acid results aryloxyacetic acid and arylthioacetic acid ester in 83-94% yields respectively under mild reaction conditions.
Kinetics and Mechanism of Oxidation of Ethyl Phenylthioacetates by Bromamine-B
Gurumurthy, Rajagopal,Sathiyanarayanan, Kulathu Iyer,Gopalakrishnan, Mannathusamy
, p. 1096 - 1100 (2007/10/02)
The kinetics of oxidation of several substituted ethyl phenylthiacetates by bromamine-B (sodium salt of N-bromobenzenesulfonamide) has been studied in 50percent (v/v) aqueous ethanol medium.Disodium hydrogenphosphate and sodium dihydrogenphosphate buffer
