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  • Open Daily: 10am - 10pm
    Alley-side Pickup: 10am - 7pm

    3038 Hennepin Ave Minneapolis, MN
    612-822-4611

Open Daily: 10am - 10pm | Alley-side Pickup: 10am - 7pm
3038 Hennepin Ave Minneapolis, MN
612-822-4611
Novel Syntheses of Nitrogen Heterocycles from Isocyanides

Novel Syntheses of Nitrogen Heterocycles from Isocyanides

Lygin, Alexander

Paperback

Chemistry

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ISBN10: 3838117549
ISBN13: 9783838117546
Publisher: Suedwestdeutscher Verlag Fuer
Published: Jun 26 2010
Pages: 200
Weight: 0.66
Height: 0.46 Width: 6.00 Depth: 9.00
Language: English
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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