- Copper-catalyzed direct cross-coupling of 1,3,4-oxadiazoles with N-tosylhydrazones: Efficient synthesis of benzylated 1,3,4-oxadiazoles
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The first copper catalyzed direct C-H benzylation of 1,3,4-oxadiazoles using N-tosylhydrazones has efficiently been accomplished. Several substituted oxadiazoles have been prepared in high yields (80-89%) in 3 h. The Royal Society of Chemistry 2013.
- Salvanna,Reddy, Gandolla Chinna,Rao, Bethapudi Rama,Das, Biswanath
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p. 20538 - 20544
(2013/11/06)
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- THE FORMATION OF PYRAZINES FROM N-β-KETOIMINOTRIPHENYLPHOSPHORANES; IMINOPHOSPHORANE-MEDIATED SYNTHESES OF 2,2,4,4-TETRAPHENYL-N,N'-BIS(2-PENTANE-3-ON)-CYCLOBUTANE-1,3-DIIMINE; 1,3,4-OXADIAZOLES; 2-AMINO-3,5-DIHYDROIMIDAZOL-4-ONES; AND 2-DIPHENYLMETHYL-1,5-DIHYDROIMIDAZOL-4-ONE
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The aza-Wittig reaction has been applied to the synthesis of the unstable N-β-keto ketenimine (18), which dimerize spontaneously, forming the very sterically hindered 2,2,4,4-tetraphenyl-N,N'-bis (2-pentane-3-on)-cyclobutane-1,3-diimine (21).Iminophosphoranes (33) and (38) are used for the preparation of some novel 1,5 and 3,5-dihydroimidazol-4-ones (36), (41a-b), (42).N-acylamino iminotriphenylphosphoranes (2a-d) are applied for the syntheses of a series of 1,3,4-oxadiazoles (32).The mechanism of the decomposition of the unstable N-β-keto iminotriphenylphosphoranes (1) into pyrazines and triphenylphosphine oxide has been investigated.Key words: Iminophosphoranes; β-keto carbodiimides; N-β-keto ketenimines; heterocycles.
- Froeyen, Paul
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p. 283 - 293
(2007/10/02)
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