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The general structure of an imine. In organic chemistry, an imine (/ ɪ ˈ m iː n / or / ˈ ɪ m ɪ n /) is a functional group or organic compound containing a carbon–nitrogen double bond (C=N). The nitrogen atom can be attached to a hydrogen or an organic group (R). The carbon atom has two additional single bonds.
The first step is a nucleophilic attack by the imine nitrogen on the carbonyl carbon to generate a zwitterionic intermediate. Electron-donating groups on the imine facilitate this step, while electron-withdrawing groups impede the attack. [8] The second step is either an intramolecular nucleophilic ring closure or a conrotatory electrocyclic ...
General structure of an imine. Schiff bases are imines in which R 3 is an alkyl or aryl group (not a hydrogen). R 1 and R 2 may be hydrogens General structure of an azomethine compound. In organic chemistry, a Schiff base (named after Hugo Schiff) is a compound with the general structure R 1 R 2 C=NR 3 (R 3 = alkyl or aryl, but not hydrogen).
Sodium triacetoxyborohydride (STAB, NaBH(OAc) 3) is a common reducing agent for reductive aminations. STAB selectively reduces the imine intermediate formed through dehydration of the molecule. [8] STAB is a weaker reductant than NaBH 4, and can preferentially reduce the imine group in the presence of other reduction-sensitive functional groups ...
Reaction of cyclohexylamine with acetaldehyde forming an imine. Sodium sulfate removes water [1] In organic chemistry, alkylimino-de-oxo-bisubstitution is the organic reaction of carbonyl compounds with amines to imines. [2] The reaction name is based on the IUPAC Nomenclature for Transformations.
A Mannich base is a beta-amino-ketone, which is formed in the reaction of an amine, formaldehyde (or an aldehyde) and a carbon acid. [1] The Mannich base is an endproduct in the Mannich reaction, which is nucleophilic addition reaction of a non-enolizable aldehyde and any primary or secondary amine to produce resonance stabilized imine (iminium ion or imine salt).
The scheme depicts the mechanism for the Leuckart reaction using formamide as the reducing agent. Formamide first nucleophilically attacks the carbonyl carbon. The oxygen is protonated by abstracting hydrogen from the nitrogen atom, subsequently forming a water molecule that leaves, forming N-formyl derivative, which is resonance stabilized. [3]
Step of spirotryprostatin synthesis using azomethine ylide. In the synthesis of spirotryprostatin B, an azomethine ylide is formed from condensation of an amine with an aldehyde. The ylide then reacts with an electron-deficient alkene on an indolinone, resulting in formation of a spirocyclic pyrrolidine and four contiguous stereocenters. [23]