58901-52-3Relevant academic research and scientific papers
Interweaving Visible-Light and Iron Catalysis for Nitrene Formation and Transformation with Dioxazolones
Tang, Jing-Jing,Yu, Xiaoqiang,Wang, Yi,Yamamoto, Yoshinori,Bao, Ming
supporting information, p. 16426 - 16435 (2021/05/13)
Herein, visible-light-driven iron-catalyzed nitrene transfer reactions with dioxazolones for intermolecular C(sp3)-N, N=S, and N=P bond formation are described. These reactions occur with exogenous-ligand-free process and feature satisfactory to excellent yields (up to 99 %), an ample substrate scope (109 examples) under mild reaction conditions. In contrast to intramolecular C?H amidations strategies, an intermolecular regioselective C?H amidation via visible-light-induced nitrene transfer reactions is devised. Mechanistic studies indicate that the reaction proceeds via a radical pathway. Computational studies show that the decarboxylation of dioxazolone depends on the conversion of ground sextet state dioxazolone-bounding iron species to quartet spin state via visible-light irradiation.
Merging NiH Catalysis and Inner-Sphere Metal-Nitrenoid Transfer for Hydroamidation of Alkynes
Lyu, Xiang,Zhang, Jianbo,Kim, Dongwook,Seo, Sangwon,Chang, Sukbok
supporting information, p. 5867 - 5877 (2021/05/06)
The formal hydroamination/hydroamidation utilizing metal hydride is an appealing synthetic tool for the construction of valuable nitrogen-containing compounds from unsaturated hydrocarbons. While significant advances have been made for the functionalizations of alkenes in this realm, the direct hydroamidation of alkynes remains rather limited due to the high feasibility of the key metal-alkenyl intermediate to choose other reaction pathways. Herein, we report a NiH-catalyzed strategy for the hydroamidation of alkynes with dioxazolones, which allows convenient access to synthetically useful secondary enamides in (E)-anti-Markovnikov or Markovnikov selectivity. The reaction is viable for both terminal and internal alkynes and is also tolerant with a range of subtle functional groups. With H2O found as an essential component for high catalyst turnovers, the involvement of inner-sphere nitrenoid transfer is proposed that outcompetes an undesired semireduction process, thus representing the first example to show the competence of Ni catalysis for metal-nitrenoid formation from dioxazolones.
Novel method for constructing nitrogen-phosphorus double bonds through visible light catalysis
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Paragraph 0064-0068, (2021/01/15)
The invention belongs to the technical field of medical and natural compound chemical intermediates and related chemistry, and relates to a novel method for constructing nitrogen-phosphorus double bonds through visible light catalysis. According to the in
Preparation method of iron-catalyzed phosphazene compound
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Paragraph 0061-0062, (2019/06/12)
The invention belongs to the field of pharmaceutical and natural compound chemical intermediates and related chemical technologies, and relates to a preparation method of an iron-catalyzed phosphazenecompound. The preparation method comprises the steps th
Method for preparing ruthenium-catalyzed phosphoazene compound
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Paragraph 0060-0061, (2019/06/12)
The invention belongs to the technical field of pharmaceutical and natural compound chemical intermediates and related chemistry, and relates to a method for preparing a ruthenium-catalyzed phosphoazene compound. The method includes the step that the phos
Preparation method of phosphorus nitrene compound catalyzed by cadmium sulfide
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Paragraph 0060-0063, (2019/06/27)
The invention belongs to the technical field of medicine and natural compound chemical intermediate and related chemistry, and relates to a preparation method of a phosphorus nitrene compound catalyzed by cadmium sulfide. A phosphine compound and 3-substi
A PARTICULARLY CONVENIENT ONE-POT SYNTHESIS OF N-ALKOXYCARBONYL, N-ACYL AND N-AROYL SUBSTITUTED IMINOPHOSPHORANES; IMPROVED PREPARATION OF AZIDOFORMATES, AROYL AND ALKANOYL AZIDES; AN ALTERNATIVE ROUTE TO COMPLEX AMIDES
Froeyen, Paul
, p. 161 - 172 (2007/10/02)
Chloroformates and acid chlorides react smoothly with sodium azide in acetone at 0 deg C, forming azidoformates, aroyl and alkanoyl azides in very high yield.With triphenylphosphine or other phosphines present in the reaction mixture, the forming azides are intercepted, leading directly to the corresponding N-alkanoyl, N-aroyl, N-alkoxycarbonyl, and N-aryloxycarbonyliminophosphoranes.N-acyliminophosphoranes react with n-butyllithium forming anions which react readily with electrophiles, e.g., carbonyl compounds, forming highly substituted iminophosphoranes.The phosphonium group is effortlessly removed from the latter compounds by acid hydrolysis forming the corresponding amides in high yield.Key words: Synthesis; iminophosphoranes; aroyl azides; alkanoyl azides; complex amides.
A convenient synthesis of triphenylphosphine acylimides using N-lithiated triphenylphosphine imide
Cristau,Manginot,Torreilles
, p. 382 - 384 (2007/10/02)
A series of triphenylphosphine acylimides and N-(triphenylphosphoranylidene)carbamates have been readily prepared by direct acylation of the N-lithiated triphenylphosphine imide.
PREPARATION OF DI- AND TRIACYLIMINES AND THEIR USE IN THE SYNTHESIS OF NITROGEN HETEROCYCLES
Jung, Michael E.,Shishido, Kozo,Light, Lynn,Davis, Leonard
, p. 4607 - 4610 (2007/10/02)
Reaction of aza-Wittig reagents with glyoxylates and keto malonates produces di- and triacylimines which are moderately reactive dienophiles for Diels-Alder cycloaddition.
