scholarly journals A Palladium-Catalyzed Oxa-(4+4)-Cycloaddition Strategy Towards Oxazocine Scaffolds

Synlett ◽  
2021 ◽  
Author(s):  
Julian Garrec ◽  
Alexis Archambeau ◽  
Anaïs Scuiller ◽  
Xueyang Liu ◽  
Marie Cordier
Keyword(s):  
Dft Calculations ◽  
Palladium Catalyzed

AbstractA Pd-catalyzed oxa-(4+4)-cycloaddition between 1-azadienes and (2-hydroxymethyl)allyl carbonates is described. Aurone-derived azadienes furnished polycyclic 1,5-oxazocines in good yields. Interestingly, linear azadienes have also been involved and yielded monocyclic heterocycles with complete regioselectivity. DFT calculations were carried out to gain insight on this observation.

Mechanism and origins of stereo- and enantioselectivities of palladium-catalyzed hydroamination of racemic internal allenes via dynamic kinetic resolution: a computational study

2020 ◽  
Vol 7 (12) ◽  
pp. 1502-1511 ◽  
Author(s):  
Zhenzhen Wu ◽  
Mei Zhang ◽  
Yu Shi ◽  
Genping Huang
Keyword(s):  
Dft Calculations ◽  
Kinetic Resolution ◽  
Computational Study ◽  
Dynamic Kinetic Resolution ◽  
Palladium Catalyzed

DFT calculations were performed to investigate the Pd-catalyzed hydroamination of racemic internal allenes with pyrazoles.

Palladium-catalyzed directing group assisted and regioselectivity reversed cyclocarbonylation of arylallenes with 2-iodoanilines

2021 ◽  
Author(s):  
Jian-Shu Wang ◽  
Lingyun Yao ◽  
Jun Ying ◽  
Xiaoling Luo ◽  
Xiao-Feng Wu
Keyword(s):  
Dft Calculations ◽  
Palladium Catalyzed ◽  
Directing Group

A palladium-catalyzed regioselective cyclocarbonylation of N-(2-pyridyl)sulfonyl (N-SO2Py)-2-iodoanilines with allenes was developed. The regioselectivity of arylallenes was reversed. Control experiments and DFT calculations were performed to understand the reaction details.

scholarly journals The Flögel-three-component reaction with dicarboxylic acids – an approach to bis(β-alkoxy-β-ketoenamides) for the synthesis of complex pyridine and pyrimidine derivatives

2014 ◽  
Vol 10 ◽  
pp. 394-404 ◽  
Author(s):  
Mrinal K Bera ◽  
Moisés Domínguez ◽  
Paul Hommes ◽  
Hans-Ulrich Reissig
Keyword(s):  
Dft Calculations ◽  
Carboxylic Acids ◽  
Aromatic Compounds ◽  
Dicarboxylic Acids ◽  
Membered Ring ◽  
Simple Synthesis ◽  
Pyrimidine Derivatives ◽  
Three Component Reaction ◽  
Palladium Catalyzed ◽  
Pyridine And Pyrimidine Derivatives

An extension of the substrate scope of the Flögel-three-component reaction of lithiated alkoxyallenes, nitriles and carboxylic acids is presented. The use of dicarboxylic acids allowed the preparation of symmetrical bis(β-ketoenamides) from simple starting materials in moderate yields. Cyclocondensations of these enamides to 4-hydroxypyridine derivatives or to functionalized pyrimidines efficiently provided symmetrically and unsymmetrically substituted fairly complex (hetero)aromatic compounds containing up to six conjugated aryl and hetaryl groups. In addition, subsequent functionalizations of the obtained heterocycles by palladium-catalyzed couplings or by oxidations are reported. We also describe the simple synthesis of a structurally interesting macrocyclic bispyrimidine derivative incorporating a 17-membered ring, whose configuration was elucidated by DFT calculations and by subsequent reactions.

scholarly journals Computational study on palladium-catalyzed alkenylation of remote δ-C(sp3)–H bonds with alkynes: a new understanding of mechanistic insight and origins of site-selectivity

RSC Advances ◽  
2018 ◽  
Vol 8 (53) ◽  
pp. 30186-30190 ◽  
Author(s):  
Hui-Min Yan ◽  
Ye Tian ◽  
Niu Li ◽  
Rong Chang ◽  
Zhu-Xia Zhang ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Computational Study ◽  
Mechanistic Insight ◽  
Site Selectivity ◽  
Palladium Catalyzed

Palladium-catalyzed alkenylation of δ-C(sp3)–H bonds with alkynes was conducted by DFT calculations, showing that the dimeric Pd2(OAc)4 mechanism reproduces experimental observations well.

The Mechanistic Insights into the Palladium-catalyzed Hydroaminocarbonylation of Alkenes

2021 ◽  
Author(s):  
Yuhua Liu ◽  
Feiqing Ding ◽  
YIxing Chen ◽  
Wenji Wu ◽  
Senyu He
Keyword(s):  
Dft Calculations ◽  
Nucleophilic Attack ◽  
Co Insertion ◽  
Palladium Catalyzed

DFT calculations have been conducted on Pd-catalyzed regioselective hydroaminocarbonylation of alkenes. The favored path I consists of the styrene insertion, the CO insertion, and the nucleophilic attack which is the...

Oxidation of Pd(II) with Disilane in a Palladium-Catalyzed Disilylation of Aryl Halides: A Theoretical View

2021 ◽  
Author(s):  
Jing Zhang ◽  
Shihan Liu ◽  
Tao Zhang ◽  
Tao Liu ◽  
Yu Lan
Keyword(s):  
Density Functional Theory ◽  
Dft Calculations ◽  
Density Functional ◽  
Dft Calculation ◽  
Aryl Halide ◽  
Oxidative Addition ◽  
Aryl Halides ◽  
Functional Theory ◽  
Theoretical View ◽  
Palladium Catalyzed

Density functional theory (DFT) calculation has been used to reveal the mechanism of Pd-catalyzed disilylation reaction of aryl halide. The DFT calculations indicate that the reaction starts with oxidative addition...

Mechanism in palladium-catalyzed dearomative allylic reactions of benzyl phosphates with allyl borates: Insights from DFT calculations

2020 ◽  
Vol 1191 ◽  
pp. 113030
Author(s):  
Menghang Ling ◽  
Jingwang Yuan ◽  
Zhijun Song ◽  
Jian Gao ◽  
Mengna Cao ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Palladium Catalyzed

Chemoselective Ruthenium-Catalyzed C–O Bond Activation: Orthogonality of Nickel- and Palladium-Catalyzed Reactions for the Synthesis of Polyaryl Fluorenones

Synlett ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 2587-2593 ◽  
Author(s):  
Victor Snieckus ◽  
Livia da Frota ◽  
Cédric Schneider ◽  
Mauro de Amorim ◽  
Alcides da Silva
Keyword(s):  
Dft Calculations ◽  
Material Science ◽  
Bond Activation ◽  
Ready Availability ◽  
Palladium Catalyzed ◽  
Catalyzed Reactions

Ruthenium-catalyzed C–O bond activation/arylation of methoxy and O-carbamoyl-substituted fluorenones is reported. Established are new reactions of compound 1 (X = H) to aryl (2) and 1,8-diaryl (3) fluorenones. Orthogonal ruthenium-, palladium- and nickel-catalyzed reactions with Suzuki–Miyaura reactions to afford 1,4-diaryl (4) and 1,4,8-triaryl fluorenones (5) are also described. The ready availability of starting methoxy fluorenones by directed ortho and remote metalation tactics confers facility to the presented reactions which may find application in material science areas. DFT calculations have been performed to rationalize the lack of C–H bond reactivity in the ruthenium-catalyzed reaction.

Palladium-catalyzed direct C–H ethoxycarbonylation of 2-aryl-1,2,3-triazoles and efficient synthesis of suvorexant

2018 ◽  
Vol 5 (4) ◽  
pp. 648-652 ◽  
Author(s):  
Rui Sang ◽  
Yang Zheng ◽  
Hailong Zhang ◽  
Xiaohua Wu ◽  
Qiantao Wang ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Dft Calculations ◽  
Efficient Synthesis ◽  
Palladium Catalyzed ◽  
Diethyl Azodicarboxylate

Palladium-catalyzed direct ethoxycarbonylation with diethyl azodicarboxylate was developed and its reaction mechanism was explored by using DFT calculations.

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