Xiongjie Jin

Although the α-oxygenation of amines is a highly attractive method for the synthesis of amides, efficient catalysts suited to a wide range of secondary and tertiary alkyl amines using O2 as the terminal oxidant have no precedent. This report describes a novel, green α-oxygenation of a wide range of linear and cyclic secondary and tertiary amines mediated by gold nanoparticles supported on alumina (Au/Al2 O3 ). The observed catalysis was truly heterogeneous, and the catalyst could be reused. The

Although the selective conversion of cyclohexanone oximes to primary anilines would be a good complement to the classical synthetic methods for primary anilines, which utilize arenes as the starting materials, there have been no general and efficient methods for the conversion of cyclohexanone oximes to primary anilines until now. In this study, we have successfully realized the efficient conversion of cyclohexanone oximes to primary anilines by utilizing a Mg-Al layered double hydroxide support

Phenol, an important industrial chemical, is widely produced using the well-developed cumene process. However, demand for the development of a novel alternative method for synthesizing phenol from benzene has been increasing. Herein, we report a novel system for the synthesis of phenols through aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones, including ketone-alcohol (KA) oil, catalyzed by Mg-Al-layered double hydroxide (LDH)-supported Au-Pd alloy nanoparticles (Au-Pd/LDH).

A simple combination of copper(II) acetate (Cu(OAc)(2)) and an appropriate base could promote oxidative cross-coupling of H-phosphonates and amides using air as a terminal oxidant. The substrate scope was broad with respect to both dialkyl H-phosphonates and nitrogen nucleophiles (including oxazolidinone, lactam, pyrrolidinone, urea, indole, and sulfonamide derivatives), giving the corresponding P-N coupling products in moderate to high yields.

The Sn-W mixed oxide prepared by calcination of the Sn-W mixed hydroxide precursor with a Sn/W molar ratio of 2:1 at 800 °C (SnW2-800) acts as an efficient heterogeneous catalyst for the hydration of alkynes. Structurally diverse terminal and internal alkynes, including aromatic, aliphatic, and double-bond-containing ones, can be converted into the corresponding ketones in moderate to high yields. The catalytic activity of SnW2-800 is much higher than those of previously reported heterogeneous c

Dehydrogenative aromatization is one of the attractive alternative methods for directly synthesizing primary anilines from NH₃ and cyclohexanones. However, the selective synthesis of primary anilines is quite difficult because the desired primary aniline products and the cyclohexanone substrates readily undergo condensation affording the corresponding imines (i.e., N-cyclohexylidene-anilines), followed by hydrogenation to produce N-cyclohexylanilines as the major products. In this stu

Simple copper(II) hydroxide Cu(OH)(2) could act as an efficient heterogeneous catalyst for selective oxidative cross-coupling of a broad range of terminal alkynes and amides using air as a sole oxidant, giving the corresponding ynamides in moderate to high yields (56-93% yields).

Although enaminals (β-enaminals) are very important compounds and have been utilized as useful synthons for various important compounds, they have been synthesized through non-green and/or limited procedures until now. Herein, we have successfully developed a green synthetic procedure using a heterogeneous catalyst. In the presence of gold nanoparticles supported on manganese-oxide-based octahedral molecular sieves OMS-2 (Au/OMS-2), dehydrogenative amination of α,β-unsaturated aldehydes with ami

Although aerobic oxidative acylation of amides with alcohols would be a good complement to classical synthetic methods for imides (<i>e.g.</i>, acylation of amides with activated forms of carboxylic acids), to date, there have been no reports on oxidative acylation to produce imides. In this study, we successfully developed, for the first time, an efficient method for the synthesis of imides through aerobic oxidative acylation of amides with alcohols by employing a CuCl/TMEDA/nor-AZADO catalyst

Chemoselective hydrogenation of aldehydes to alcohols is of importance in synthetic chemistry. Here, we report a reusable CeO₂-supported Au nanoparticle catalyst for the selective hydrogenation of aldehydes using syngas as the hydrogen source for which CO in syngas works as a site blocker to prevent side reactions. In particular, the hydrogenation of aldehydes with an easily reducible alkene, alkyne, or halogen moiety under syngas gave the corresponding alcohols with high selectivity,

In the presence of a Ni-Mg-Al layered triple hydroxide-supported Pd catalyst, the acceptorless dehydrogenative aromatization of a wide range of cyclohexanols/cyclohexanones and cyclohexylamines efficiently proceeded to give the corresponding phenols and anilines, respectively, in moderate to high yields with the liberation of molecular hydrogen.

The selective dehydrogenative borylation of alkenes is an attractive method for synthesizing useful borylalkenes. However, very few catalytic systems have been reported that fulfill this objective. All the reported examples are homogeneous catalysts with special ligands requiring the usage of bases. This study describes the heterogeneously catalyzed dehydrogenative borylation by supported copper hydroxide catalysts (Cu(OH)x/support). In the presence of Cu(OH)x/support and suitable ketones, the d

2,2,6,6-Tetramethylpiperidine-<i>N</i>-oxyl (TEMPO) has been extensively utilized as a radical scavenger or an oxidation catalyst. In contrast, TEMPO as a hydrogen atom transfer (HAT) catalyst has rarely been studied. Here, we report that TEMPO, as the HAT catalyst, homolytically cleaves benzylic or allylic C-H bonds to give the corresponding alkyl radicals. Benefiting from the dual roles played by TEMPO as the HAT catalyst and the radical scavenger, the highly challenging aerobic dehydrogenatio

In the presence of supported Pd nanoparticle catalysts, e.g., Pd/Al₂O₃, various diphenylamines could be synthesized through acceptorless formal arylation using NH₃ or its surrogates, e.g., urea, as nitrogen sources and cyclohexanones as arylation sources. The observed catalysis was truly heterogeneous, and the catalyst was reusable with retention of its high catalytic performance.