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JOURNAL OF ORGANIC CHEMISTRY · 2021 · IF 4.354

One-Pot Tandem Access to Phenothiazine Derivatives from Acetanilide and 2-Bromothiophenol via Rhodium-Catalyzed C–H Thiolation and Copper-Catalyzed C–N Amination

Xiyan Rui,Chao Wang,Dongjuan Si,Xuechao Hui,Keting Li,Hongmei Wen,Wei Li,Jian Liu

A one-pot and step economic reaction involving Rh(III)-catalyzed C–H thiolation and relay Cu(II)-catalyzed C–N amination of acetanilide and 2-bromothiophenol is reported here, with several valuable phenothiazine products obtained. This synthesis protocol proceeds from easily starting materials, demonstrating high atom economy, broad substrate scope, and good yield. Furthermore, the directing group can be easily eliminated, and chlorpromazine is provided in a large scale; thus this synthesis protocol could be utilized to construct phenothiazine scaffolds.

CAS / MDL: 3422-01-3

研究领域: 有机化学 · 药物化学

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MONATSHEFTE FUR CHEMIE · 2024 ·Vol. 155 ·期 7 ·731-738 · IF 1.7

Highly regioselective synthesis of branched saturated aldehydes by tandem hydroformylation/isomerization/hydrogenation of 1-arylbutadienes

Shi Huibing,Wang Peng,Yan Yaozong,Yang Guiai,Wu Haigang

Rh-catalyzed tandem hydroformylation/isomerization/hydrogenation of various 1-arylbutadienes toward the corresponding branched saturated aldehydes were performed in the presence of monodentate phosphine ligand PPh 3 . After investigating different reaction parameters such as P-ligands and solvents, the conversion of substrates (including electron withdrawing and electron donating groups on aromatic rings, up to 99%) and chemical/regioselectivity of the target products (up to 98% and 99/1 for B/L) were improved using DMF as solvent. The [Rh(cod)Cl] 2 /PPh 3 catalytic system had good substrate universality in terms of substituents on the phenyl ring and provided a simple synthesis method for branched saturated aldehydes. Graphical abstract

研究领域: 有机化学 · 催化化学

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ACS Applied Materials & Interfaces · 2023 · IF 9.5

Rhodium-Based MOF-on-MOF Difunctional Core–Shell Nanoreactor for NAD(P)H Regeneration and Enzyme Directed Immobilization

Ying Zhang,Bin Wei,Hao Liang

An organometallic complex-catalyzed artificial coenzyme regeneration system has attracted widespread attention. However, the combined use of organometallic complex catalysts and natural enzymes easily results in mutual inactivation. Herein, we establish a rhodium-based metal–organic framework (MOF)-on-MOF difunctional core–shell nanoreactor as an artificial enzymatic NAD(P)H regeneration system. UiO67 as the core is used to capture rhodium molecules for catalyzing NAD(P)H regeneration. UiO66 as the shell is used to specifically immobilize His-tagged lactate dehydrogenase (LDH) and serve as a protection shield for LDH and [Cp*Rh(bpy)Cl]+ to prevent mutual inactivation. A variety of results indicate that UiO67@Rh@UiO66 has good activity in realizing NAD(P)H regeneration. Noteworthily, UiO67@Rh@UiO66@LDH maintains a high activity level even after 10 cycles. This work reports a novel NAD(P)H regeneration platform to open up a new avenue for constructing chemoenzyme coupling systems.

CAS / MDL: 1802-30-8 68-12-2 119-26-6 12354-85-7

研究领域: 生物化学 · 材料科学 · 酶工程

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One-Pot Tandem Access to Phenothiazine Derivatives from Acetanilide and 2-Bromothiophenol via Rhodium-Catalyzed C–H Thiolation and Copper-Catalyzed C–N Amination

Highly regioselective synthesis of branched saturated aldehydes by tandem hydroformylation/isomerization/hydrogenation of 1-arylbutadienes

Rhodium-Based MOF-on-MOF Difunctional Core–Shell Nanoreactor for NAD(P)H Regeneration and Enzyme Directed Immobilization