38325-59-6Relevant articles and documents
Tandem Insertion/[3,3]-Sigmatropic Rearrangement Involving the Formation of Silyl Ketene Acetals by Insertion of Rhodium Carbenes into S-Si Bonds
Combs, Jason R.,Lai, Yin-Chu,Van Vranken, David L.
supporting information, p. 2841 - 2845 (2021/05/05)
Allyl 2-diazo-2-phenylacetates are shown to react with trimethylsilyl thioethers in the presence of rhodium(II) catalysts to generate α-allyl-α-thio silyl esters. The transformation involves a tandem process involving formal rhodium-catalyzed insertion of the carbene group into the S-Si bond to generate a silyl ketene acetal, followed by a spontaneous Ireland-Claisen rearrangement. The silyl ester products were isolated as the corresponding carboxylic acids after aqueous workup. Intramolecular cyclopropanation of the allyl fragment generally competes with addition of the heteroatom to the carbene center. The reaction occurs under mild conditions and in high yield, allowing for rapid entry into rearrangement tetrasubstituted products. Propargyl esters were shown to generate the corresponding α-allenyl products.
Novel protocol for the synthesis of organic ammonium tribromides and investigation of 1,1′-(Ethane-1,2-diyl)dipiperidinium bis(tribromide) in the silylation of alcohols and thiols
Dey, Rupa R.,Paul, Bappi,Dhar, Siddhartha S.,Bhattacharjee, Sushmita
supporting information, p. 1545 - 1547 (2015/02/19)
A novel and efficient protocol for the synthesis of organic ammonium tribromides (OATBs) is developed by using inexpensive and eco-friendly periodic acid as an oxidant for the conversion of Br-to Br3-. The method does not use any mineral acid and metal oxidants. The protocol is utilized to synthesize a new bis(tribromide) viz., 1,1′-(ethane-1,2-diyl)dipiperidinium bis(tribromide) (EDPBT). EDPBT is investigated as a catalyst in the silylation of alcohols and thiols by HMDS (hexamethyldisilazane) under solvent-free conditions.
Diaryl ether synthesis in supercritical carbon dioxide in batch and continuous flow modes
Lee, Jin-Kyun,Fuchter, Matthew J.,Williamson, Rachel M.,Leeke, Gary A.,Bush, Edward J.,McConvey, Ian F.,Saubern, Simon,Ryan, John H.,Holmes, Andrew B.
supporting information; experimental part, p. 4780 - 4782 (2009/03/12)
A high yielding, batch mode synthesis of diaryl ethers and sulfides by an SNAr fluoride-mediated process in scCO2 has been developed; the use of a polymer-supported imidazolium fluoride reagent in batch mode led to the development of