132375-11-2Relevant academic research and scientific papers
Reactions of α-Lithio O-Alkyloximes with Diiodomethane - a Synthesis of α-Iodomethylene Oxime Ethers
Shatzmiller, Shimon,Lidor, Ramy,Bahar, Eliezer
, p. 381 - 383 (2007/10/02)
Regiocontrolled deprotonation (e. g. lithiation) of acetone O-methyloxime (1), 5,6-dihydro-3-methyl-4H-1,2-oxazine (9a) and 4,5-dihydro-3-methylisoxazole (9b) is achieved within 1 minute at -65 deg C in hexane/THF.The lithiated compounds react very fast at low temperature (-65 deg C) with diiodomethane to give mainly the corresponding α-iodomethylene oxime ethers 6 and 11a, b.A radical mechanism of this reaction is dicussed.
