A facile preparation of various N-heterocycles using amides and olefins

…, TJ Meyerhoefer, S Kershaw, V Huang, M De Castro

Index: Gratia, Synthia S.; Vigneau, Edward S.; Eltayeb, Sumiea; Patel, Kishan; Meyerhoefer, Terence J.; Kershaw, Sonia; Huang, Victor; De Castro, Michael Tetrahedron Letters, 2014 , vol. 55, # 2 p. 448 - 452

Full Text: HTML

Citation Number: 2

Abstract

Abstract 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 at high temperatures. Thus, the reaction of aryl/heteroaryl amides, thioamides, N- hydroxybenzamide, and phenylurea with various olefins in the presence of NIS and ...

Related Articles:

Asymmetric N1 unit transfer to olefins with a chiral nitridomanganese complex: Novel stereoselective pathways to aziridines or oxazolines

[Nishimura, Masaaki; Minakata, Satoshi; Takahashi, Toru; Oderaotoshi, Yoji; Komatsu, Mitsuo Journal of Organic Chemistry, 2002 , vol. 67, # 7 p. 2101 - 2110]

One-Step Conversion of Aldehydes to Oxazolines and 5, 6-Dihydro-4 H-1, 3-oxazines Using 1, 2-and 1, 3-Azido Alcohols

[Badiang, Jennifer G.; Aube, Jeffrey Journal of Organic Chemistry, 1996 , vol. 61, # 7 p. 2484 - 2487]

Regioselective cycloadditions of N-protonated azomethine ylides and 2-azaallyl anions generated from N-(silylmethyl) thioimidates, synthetic equivalents of …

[Tsuge, Otohiko; Kanemasa, Shuji; Yamada, Toshiaki; Matsuda, Koyo Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2523 - 2530]

A new 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 Journal of Organic Chemistry, 1986 , vol. 51, # 11 p. 1997 - 2004]

Regioselective cycloadditions of N-protonated azomethine ylides and 2-azaallyl anions generated from N-(silylmethyl) thioimidates, synthetic equivalents of …

[Tsuge, Otohiko; Kanemasa, Shuji; Yamada, Toshiaki; Matsuda, Koyo Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2523 - 2530]

More Articles...