- Synthesis of indolylindolines mediated by t-BuNH2
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An improved synthesis of N1-carbomethoxylated indolylindolines 2 from 5-substituted indoles 1, by replacing the previously employed strong acids or toxic metals with t-BuNH2/MeOCOCl in CH2Cl2/H2O, is described.
- Suarez-Castillo, Oscar R.,Melendez-Rodriguez, Myriam,Morales-Garcia, Ana L.,Cano-Escudero, Indira C.,Contreras-Martinez, Yaneth M.A.,Morales-Rios, Martha S.,Joseph-Nathan, Pedro
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experimental part
p. 1463 - 1476
(2009/12/24)
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- Hindered ureas as masked isocyanates: Facile carbamoylation of nucleophiles under neutral conditions
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Bigger is better: Sterically hindered dialkyl ureas undergo nucleophilic substitution at dramatically faster rates than their less hindered counterparts (see scheme). Steric decompression upon the formation of an intermediate isocyanate can explain this c
- Hutchby, Marc,Houlden, Chris E.,Gair Ford,Tyler, Simon N. G.,Gagne, Michel R.,Lloyd-Jones, Guy C.,Booker-Milburn, Kevin I.
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supporting information; experimental part
p. 8721 - 8724
(2010/01/16)
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- Reactions of the 2,6-Di-tert-butyl-4-(N-tert-butylnitrono)-phenoxyl Radical
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The title compound, a phenoxyl radical containing a nitrono group, reacts with alcohols and tert-butylhydroperoxide yielding phenol and products of secondary solvent reactions.The reactions with lead tetraacetate, tert.-butoxy and 2-cyanoisopropyl radicals give high yields of cyclohexadienone adducts (6, 7 and 10) containing unchanged nitrono function.The reaction with dibenzoylperoxide, however, leads to the modification of the nitrono group yielding the N-benzoyloxycarboxamide (8).In the acidic decomposition of the tert-butoxy radical adduct we suggest a nitrenium ion (16) as an intermediate.
- Schulz, Manfred,Bach, Barbara,Reinhardt, Michael
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p. 579 - 587
(2007/10/02)
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- CLEAVAGE OF 4-PYRIDYLGLYCINE DERIVATIVES BY Ni(II)-PHTHALOCYANINE CATALYSED AUTOOXIDATION - MODEL EXPERIMENTS FOR PEPTIDE SEGMENT COUPLING BY FOUR COMPONENT CONDENSATIONS
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The four component condensation of 4-pyridinecarboxaldehyde and aliphatic isonitriles with suitable protected α-amino acid derivatives yields products which can be cleaved by oxygen in the presence of nickel(II)-phthalocyanine into elongated peptide derivatives.
- Bukall, P.,Ugi, I.
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p. 381 - 390
(2007/10/02)
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