92148-78-2Relevant academic research and scientific papers
A facile preparation of various N-heterocycles using amides and olefins
Gratia, Synthia S.,Vigneau, Edward S.,Eltayeb, Sumiea,Patel, Kishan,Meyerhoefer, Terence J.,Kershaw, Sonia,Huang, Victor,De Castro, Michael
, p. 448 - 452 (2014/01/06)
We herein report a one pot approach for the synthesis of various nitrogen containing heterocycles including: oxazolines, thiazolines, and dihydro dioxazines via the addition of amides to olefins in the presence of N-iodosuccinimide (NIS) and propionitrile
Regioselective Cycloadditions of N-Protonated Azomethine Ylides and 2-Azaallyl Anions Generated from N-(Silylmethyl) Thioimidates, Synthetic Equivalents of Nonstabilized Nitrile Ylides
Tsuge, Otohiko,Kanemasa, Shuji,Yamada, Toshiaki,Matsuda, Koyo
, p. 2523 - 2530 (2007/10/02)
A water-induced-desilylation method and a direct-desilylation method have been applied to N-(silylmethyl) thioimidates to lead to the generation of N-protonated azomethine ylides and 2-azaallyl anions, respectively.These reactive intermediates are capture
A New and General Route to N-Protonated Azomethine Ylides from N-(Silylmethyl)amidines and -thioamides. Cycloaddition of Synthetic Equivalents of Nitrile Ylides
Tsuge, Otohiko,Kanemasa, Shuji,Matsuda, Koyo
, p. 1997 - 2004 (2007/10/02)
The N- or S-alkylation or -silylation of N-(silylmethyl)amidines or -thioamides and the subsequent desilylation of the silylmethyl group generate N-protonated azomethine ylides bearing a leaving group.These azomethine ylides undergo successful cycloaddition with electron-deficient olefins, acetylenes, and aldehydes.As the leaving group is eliminated under the reaction conditions, these azomethine ylides can be synthetic equivalents of nonstabilized nitrile ylides which are otherwise relatively inaccessible.
N-PROTONATED AZOMETHINE YLIDES WITH A LEAVING GROUP AS SYNTHETIC EQUIVALENTS FOR NONSTABILIZED NITRILE YLIDES
Tsuge, Otohiko,Kanemasa, Shuji,Matsuda, Koyo
, p. 1411 - 1414 (2007/10/02)
Through alkylation or silylation and then desilylation steps, N-(silylmethyl)amidines generate N-protonated azomethine ylides which cycloadd to olefins, acetylenes, and aldehydes giving 1- or 2-pyrrolines, pyrroles, and 2-oxazolines, respectively, after the elimination of N-substituted anilines.With this sequence, the amidines are useful synthetic equivalents of nonstabilized nitrile ylides.
