Thiocyanate radical mediated dehydration of aldoximes with visible light and air
作者:Yong-Liang Ban、Jian-Ling Dai、Xiao-Ling Jin、Qing-Bao Zhang、Qiang Liu
DOI:10.1039/c9cc05354a
日期:——
We developed a new means of activating aldoximes by an in situ generated thiocyanate radical from ammonium thiocyanate and molecular oxygen at room temperature. With a catalytic amount of organic dye aizenuranine as the photocatalyst, the dehydration of aldoximes proceeds smoothly under visiblelight irradiation, providing a simple to handle, excellent functional group tolerance, and metal-free protocol
1-Adamantanecarbonitriles are very active in the Stephen reaction, which allows synthesis of the corresponding aldehydes in high yields. Electron-acceptor substituents in the 3 position of the adamantine nucleus exert almost no effect on the yield of aldehydes. Separation of the nitrile group and the adamantane nucleus by one methylene group results in a complete loss of reactivity. A quantitative study of the reactivity of the synthesized aldehydes in the oximation reaction was performed.
Facile One-Pot Transformation of Primary Alcohols into 3-Aryl- and 3-Alkyl-isoxazoles and -pyrazoles
作者:Eiji Kobayashi、Hideo Togo
DOI:10.1055/s-0039-1690102
日期:2019.10
Abstract Various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylisoxazoles in good yields in one pot by successive treatment with PhI(OAc)2 in the presence of TEMPO, NH2OH, and then NCS, followed by reaction with alkynes in the presence of Et3N. Similarly, various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylpyrazoles in good yields in one pot by successive