Novel Syntheses of Nitrogen Heterocycles from Isocyanides
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Novel Syntheses of Nitrogen Heterocycles from Isocyanides

Novel Syntheses of Nitrogen Heterocycles from Isocyanides


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About the Book

The direct copper(I)-catalyzed synthesis of oligosubstituted pyrroles from substituted methyl isocyanides and acceptor-substituted acetylenes as well as copper(I)-mediated route to pyrroles from substituted methyl isocyanides and non-activated terminal acetylenes have been investigated. 2-Substituted phenyl isocyanides were obtained by trapping of generated in situ ortho-lithiophenyl isocyanide with electrophiles. This strategy has been effectively employed for the new synthesis of substituted 3H-quinazolin-4-ones (-thiones) including the naturally occurring alkaloids deoxyvasicinone and tryptanthrine. The reactions of ortho-lithiophenyl isocyanide and other ortho-lithiohetaryl isocyanides with aldehydes, ketones, and carbon dioxide have been investigated in detail. Two novel rearrangements of the intermediate 2-lithio-4H-3,1-benzoxazines have been disclosed. A novel copper-catalyzed synthesis of benzimidazoles from ortho-bromoaryl isocyanides and primary amines has been developed.


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Product Details
  • ISBN-13: 9783838117546
  • Publisher: Sudwestdeutscher Verlag Fur Hochschulschriften AG
  • Binding: Paperback
  • Language: English
  • Returnable: N
  • Spine Width: 12 mm
  • Width: 152 mm
  • ISBN-10: 3838117549
  • Publisher Date: 26 Jun 2010
  • Height: 229 mm
  • No of Pages: 200
  • Series Title: English
  • Weight: 349 gr


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Novel Syntheses of Nitrogen Heterocycles from Isocyanides
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Novel Syntheses of Nitrogen Heterocycles from Isocyanides
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