- Synthesis of unsaturated silyl nitronates via the silylation of conjugated nitroalkenes
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A new method for the synthesis of conjugated silyl nitronates from nitroalkenes is described. The procedure has wide substrate scope and is compatible with in situ generation of the substrates from 2-nitroalcohols or 2-chloro-nitroalkanes. A cascade transformation to give 3,4,5,6-tetrahydropyridine N-oxide derivatives was disclosed.
- Khotyantseva, Elizaveta A.,Tabolin, Andrey A.,Novikov, Roman A.,Nelyubina, Yulia V.,Ioffe, Sema L.
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supporting information
p. 3128 - 3131
(2018/07/13)
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- Synthesis of 2,2′-bipyrrole-5-carboxaldehydes and their application in the synthesis of B-ring functionalized prodiginines and tambjamines
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Facile, versatile, and cost-effective synthetic routes for the preparation of a range of new 3-alkyl-, 4-alkyl-, 3,4-dialkyl-, and 3-halo-4-alkyl-2, 2′-bipyrrole-5-carboxaldehydes have been developed. These 2,2′-bipyrrole-5-carboxaldehydes offer interesting potential as building blocks for making bioactive natural and unnatural products, as demonstrated by the synthesis of B-ring functionalized prodiginines (PGs) and tambjamines.
- Kancharla, Papireddy,Reynolds, Kevin A.
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p. 8375 - 8385
(2013/09/02)
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- Method of producing organic compounds in presence of oxyethylene ether catalyst and in a solvent minimized environment
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A process of producing organic compounds, such as acetaminophen, nitroalcohols and indoles, employs a catalyst system of an oxyethylene ether and a metal containing inorganic or organic reagent. The oxyethylene ether at least partially complexes the metal of the inorganic or organic reagent. As such, the reactions may be conducted neat. The processes are environmentally friendly and operationally simple.
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- A new methodology for the preparation of 2-cyanopyrroles and synthesis of porphobilinogen
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Condensation of α-acetoxynitro compounds 4a-f with isocyanoacetonitrile (5) using DBU in THF afforded 2-cyano-3,4-substituted pyrroles 6a-f, in good yield. Porphobilinogen (PBG, 12), the key building block for the preparation of tetrapyrrolic natural products, was synthesized from 2-cyano-3,4-substituted pyrrole 6f, in four steps.
- Adamczyk, Maciej,Reddy, Rajarathnam E.
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p. 14689 - 14700
(2007/10/03)
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- A CONVENIENT SYNTHESIS OF 2-CYANOPYRROLES FROM ISOCYANOACETONITRILE
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2-Cyano-3,4-substituted pyrroles 2a-e, important intermediates in the synthesis of porphyrins and related compounds, were prepared via base promoted condensation of α-acetoxynitro compound 1a-e with isoacetonitrile (3) in THF, in good yield.
- Adamczyk, Maciej,Reddy, Rajarathnam E.
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p. 7983 - 7986
(2007/10/02)
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- Regioselective synthesis of 5-unsubstituted benzyl pyrrole-2-carboxylates from benzyl isocyanoacetate
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A general synthesis of 5-unsubstituted benzyl pyrrole-2-carboxylates was developed based on the reaction of β-nitroacetates with benzyl isocyanoacetate. The advantage of this route over other pyrrole syntheses was the regiochemical control of the substitution pattern on the pyrrole ring.
- Ono,Katayama,Nisyiyama,Ogawa
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p. 707 - 710
(2007/10/02)
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- PREPARATION OF ACYCLIC NITRO OLEFINS FROM β-TRIMETHYLSILOXY NITRO COMPOUNDS
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An efficient process for the preparation of acyclic nitro olefins is described, which consisted of improved nitro aldol reaction to give β-trialkylsiloxy nitro compounds and the direct or indirect elimination of water.
- Lee, Kilsung,Oh, Dong Young
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p. 3055 - 3060
(2007/10/02)
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- PREPARATION AND OXIDATION OF α-NITRO ALCOHOLS WITH SUPPORTED REAGENTS.
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Preparation of 2-nitro alkanols has been achieved by condensation of aldehydes with nitroalkanes in the presence of alumina-supported potassium fluoride.Nitroketones are produced by oxidation of nitroalkanols with montmorillonite - supported chromium trioxide.
- Melot, Jean-Marie,Texier-Boullet, Francoise,Foucaud, Andre
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p. 493 - 496
(2007/10/02)
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- Addition of aldehydes to organic compounds having a carbon-hydrogen bond activated by a nitro or nitrile group
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Low valent transition metal complexes containing small cone angle phosphine or arsine ligands efficiently catalyze addition of aldehydes to compounds or groups having a C--H bond activated by a nitro or nitrile group, to provide nitroalcohols or cyanohydrins, respectively.
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