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Amines experimental protocol

Knoevenagel condensation [22] is a commonly used synthetic method for forming carbon-carbon bonds. Amines, ammonium salts, or various Lewis acids usually catalyze the reaction, which is strongly solvent-dependent. An improved Knoevenagel condensation reaction of aromatic aldehydes and malononitrile was reported by Ren et al [23]. The experimental protocol entails grinding the aldehydes with malononitrile using a glass mortar and pestle at room temperature for 1 h and alio-... [Pg.56]

Palladium-catalyzed carbonylation of aryl halides with nucleophiles such as alcohols, amines, and water can be performed in ionic liquid media. Several systems have been designed so that the ionic phase can be isolated and recycled. Once carbonylation substrates/products form homogeneous mixtures with ionic liquids, the experimental protocols for catalyst/ionic liquid mixture recycling involve separation of the product by either distillation or extraction procedures using organic solvents or supercritical CO2. [Pg.146]

An even simpler protocol for performing nucleophilic substitutions (aminations) and Suzuki reactions in one pot was reported by the Organ group for the generation of a 42-member library of styrene-based nicotinic acetylcholine receptor (nAChR) antagonists (Scheme 6.21) [49]. After considerable experimentation, the authors found that simultaneous nucleophilic displacement and Suzuki coupling could be carried out very effectively by charging the microwave process vessel with the palladium catalyst (0.5 mol% palladium-on-charcoal), the boronic acid [R1B(OH)2], the... [Pg.120]

Miriyala and Williamson have described the synthesis of /i-kctocarboxam idcs from primary and secondary amines and 2,2-dimethyl-2H,4H-l,3-dioxin-4-ones as reactive a-oxoketene precursors (Scheme 6.158) [304], The experimental procedure involved heating a mixture of the dioxinone with 2-3 equivalents of the amine at ca. 180 °C for 1-3 min under solvent-free conditions in a sealed vessel by microwave irradiation. A small collection of 18 /3-ketocarboxamides was prepared in very high yields using this protocol. [Pg.210]

Wrapping up the nitrogen-based nucleophiles, aromatic amines were also noted to cleave epoxides in the presence of stannic or cupric triflate to form p-amino alcohols such as 86 directly. This protocol appears to be general for aromatic amines, even strongly electron-deficient ones. Aliphatic amines are completely unreactive under the same experimental conditions <99JOC287>. [Pg.66]


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