Iron-catalyzed oxidative C–C(vinyl) σ-bond cleavage of allylarenes to aryl aldehydes at room temperature with ambient air

Abstract

The iron-catalyzed C−C single bond cleavage and oxidation of allylarenes without the assistance of heteroatoms/directing groups to produce aryl aldehydes is disclosed.

Synthesis of Bio‐Based Silane Coupling Agents by the Modification of Eugenol

“…[19] Eugenol shows multidirectional biological effects [20] and is also widely used in dentistry. [21] As it possesses two highly reactive functional groups (carbon-carbon double bond and hydroxyl group), it has been also used intensively as a starting material in synthetic organic chemistry in a wide range of transformations i. e., substitution, [22] hydrogenation, [23] oxidation, [24] isomerization, [25] hydroalkoxylation, [26] thiol-ene click reaction, [27] atom transfer radical (ATR) addition, [28] 1,3-dipolar cycloaddition, [29] Diels-Alder reaction, [30] olefin crossmetathesis, [31] CÀ C bond-forming reactions [32] and polymerization. [33] To date, few articles focusing on the hydrosilylation of eugenol and its O-substituted derivatives have been published.…”

Unprecedented Formation of 2,5‐Diaminoquinones from the Reaction of Vanillin with Secondary Amines in Aerobic Conditions

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Vanillin is widely used as a flavoring agent in foods, perfumes and in several other applications. Vanillin is commonly synthesized using guaiacol, eugenol [2][3][4] or 4-hydroxybenzaldehyde [5] as starting materials or can be also easily prepared starting from different molecules (often from ferulic acid or eugenol), following different enzymatic/microbial routes, [6,7] allowing to fulfil the market demand. In this context, we observed the formation of orange to red crystalline compounds Vanillin (4-hydroxy-3-methoxybenzaldehyde) is one of the most important flavoring compounds used in foods, beverages, food supplements, perfumes and pharmaceuticals.

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Visible‐Light‐Mediated Aerobic Oxidative C(sp3)−C(sp3) Bond Cleavage of Morpholine Derivatives Using 4CzIPN as a Photocatalyst

“…Based on the above mentioned findings and previous studies, [3d, [23][24][25][26][27] a plausible mechanism was proposed (Scheme 6). Initially, 4CzIPN absorbs visible light and is converted to 4CzIPN*, which is reduced by N-aryl morpholine (a) via a SET process to produce the aminium radical cation I and 4CzIPN À .…”

“…[23] VI readily decomposes to afford the desired product b. [26] In some cases, a small part of b is hydrolyzed into the by-product c.…”