67342-52-3Relevant articles and documents
Ethyl 2-Cyano-2-(2-nitrobenzenesulfonyloxyimino) Acetate (ortho-NosylOXY)-Mediated Double Beckmann Rearrangement of Ketoximes under Microwave Irradiation: A Mechanistic Perception
Dev, Dharm,Kalita, Tapasi,Mondal, Tanmay,Mandal, Bhubaneswar
supporting information, p. 1427 - 1435 (2021/01/04)
A method for Beckmann rearrangement using ethyl 2-cyano-2-(2-nitrobenzenesulfonyloxyimino) acetate (o-NosylOXY) under microwave irradiation is reported. Ketoximes (19 examples) are converted to the corresponding amides/lactams with 69–97% yields in ~10 minutes without any Lewis acid or co-catalyst. This is an example of halogen-free organocatalytic Beckmann rearrangement. Nuclear magnetic resonance (NMR)- and high-resolution mass spectrometry (HRMS)-based detailed mechanistic investigation suggest that o-NosylOXY acts as an initiator. Such initiators are reported before based on density functional theory (DFT) calculations. However, we report here the HRMS signatures of two transient intermediates, the nitrilium ion and the nitrilium ion's dimeric species. Rigorous NMR-based investigation of the reaction mechanism is performed. Our results indicate that the reported Beckmann rearrangement proceeds via two consecutive rearrangements. (Figure presented.).
THERMAL ACID GENERATOR AND THERMOSETTING RESIN COMPRISING THE SAME
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Paragraph 0096-0098; 0120-0122, (2019/03/14)
The compounds according to various embodiments of the present invention are represented by chemical formula 2. In the chemical formula 2, R_1 and R_2 are independently linear or branched (C_1-C_6 alkyl) and R_3 is (C1-C4) alkyl or (C_6-C_10) aryl substituted or unsubstituted with nitro groups. In various embodiments of the present invention, provided are the compound having a low decomposition temperature and excellent storage stability, a thermal acid generator containing the same, and a curing composition containing the same.COPYRIGHT KIPO 2019
Reaction of Trimethylsilyl Azide with C=N-O Bond
Nishiyama, Kozaburo,Miyata, Izumi
, p. 2419 - 2420 (2007/10/02)
Trimethylsilyl azide (TMSA) was reacted with an oxime ester or a Reissert salt in the presence of trimethylsilyl trifluoromethanesulfonate to give tetrazole derivative.The details of these reactions are examined.