92029-40-8Relevant academic research and scientific papers
Three-Component [2+2+1] Gold(I)-Catalyzed Oxidative Generation of Fully Substituted 1,3-Oxazoles Involving Internal Alkynes
Dubovtsev, Alexey Yu.,Dar'in, Dmitry V.,Kukushkin, Vadim Yu.
supporting information, p. 2926 - 2935 (2019/04/26)
Three-component [2+2+1] gold(I)-catalyzed reaction of internal alkynes (alkynyl esters or -ketones), nitriles, and 2-chloropyridine N-oxide led to a wide range of fully substituted 1,3-oxazoles (32 examples; up to 92% isolated yields). Nitrile R3/su
Synthesis of highly substituted oxazoles through iodine(III)-mediated reactions of ketones with nitriles
Saito, Akio,Hyodo, Nao,Hanzawa, Yuji
supporting information, p. 11046 - 11055 (2012/11/07)
In the presence of trifluoromethanesulfonic acid (TfOH) or bis(trifluoromethanesulfonyl) imide (Tf2NH), iodosobenzene (PhI=O) efficiently promoted the reactions of dicarbonyl compounds as well as monocarbonyl compounds with nitriles to give 2,4-disubstituted and 2,4,5-trisubstituted oxazole in a single step under the mild conditions.
Photochemistry of 4-Acylisoxazoles
Sauers, R. R.,Hadel, L. M.,Scimone, A. A.,Stevenson, T. A.
, p. 4011 - 4019 (2007/10/02)
The photochemistry of 4-acylisoxazoles 4, 5, 13, 14, and 17 was investigated in an effort to clarify literature contradictions and anomalies and to provide a more detailed picture of the nature and number of intermediates involved in photoreactions of these systems.In contrast to a previous report on the photorearrangement of 14, both oxazoles expected from a 2H-azirine intermediate have been observed.Wavelength studies of 5 and the derived 2H-azirine 10 revealed evidence for the involvement of at least two distinct product-forming intermediates.The results of quantum yield and laser photolysis measurements for ketones 4, 14, and 17 have been interpreted in terms of rapid openings of triplet states to form diradical-like intermediates coupled with efficient reclosures (70-99percent).
