41505-91-3Relevant academic research and scientific papers
Clickable transformation of nitriles (RCN) to oxazolyl sulfonyl fluoride warheads
Fang, Wan-Yin,Wang, Shi-Meng,Zhang, Zai-Wei,Qin, Hua-Li
, p. 8904 - 8909 (2020)
The protocol for simple, efficient, and mild synthesis of oxazolyl sulfonyl fluorides was developed through Rh2(OAc)4-catalyzed annulation of methyl-2-diazo-2-(fluorosulfonyl)acetate (MDF) or its ethyl ester derivative with nitriles. This practical method provides a general and direct route to a unique class of highly functionalized oxazolyl-decorated sulfonyl fluoride warheads with great potential in medicinal chemistry, chemical biology, and drug discovery.
Reaction of phenyl- and alkoxycarbonylmethanesulfonyl fluoride with activated haloalkanes
Kagabu, S.,Shimizu, C.,Takahashi, J.,Hara, K.,Koketsu, M.,Ishida, M.
, p. 435 - 439 (2007/10/02)
Arylmethanesulfonyl fluorides condense with α-bromoketones by attacking at the methylenyl carbon instead of the carbonyl bond to give α,β-conjugated ketones.They also condense with other activated haloalkanes in a similar manner.The preparation of FSO2CH2R (R = CO2Me, CO2Et, CN) is described.Fluorosulfonyl acetate reacts with the carbonyl bonds of aldehydes to give alkenes, whereas it attacks the phenacyl bromide exclusively at the α-carbon.The reaction mode of these sulfonyl fluorides is discussed on the basis of kinetic data. Key words: α-Fluorosulfonylcarbanions; α,β-conjugated ketone; α,β-conjugated ester; alkene formations.
