Palladium-catalyzed stereoselective trifluoromethylated allylic alkylation of 3-substituted oxindoles

2022 ◽  
Author(s):  
Dong Li ◽  
Shuaibo Zhang ◽  
Bangzhong Wang ◽  
Wuding Sun ◽  
Jinfeng Zhao ◽  
...  
Keyword(s):  
Allylic Alkylation ◽  
Reaction Proceeds ◽  
Palladium Catalyzed

An efficient catalytic methodology for trifluoromethylated allylic alkylation of 3-substituted oxindoles using α-(trifluoromethyl)alkenyl acetates as trifluoromethyl-containing allylic alkylation partner is described. The reaction proceeds smoothly with the incorporation of Pd(OAc)2...

Novel Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation/ Asymmetric Tsuji-Trost Reaction: A Review

2019 ◽  
Vol 23 (11) ◽  
pp. 1168-1213 ◽  
Author(s):  
Samar Noreen ◽  
Ameer Fawad Zahoor ◽  
Sajjad Ahmad ◽  
Irum Shahzadi ◽  
Ali Irfan ◽  
...  
Keyword(s):  
Asymmetric Catalysis ◽  
Enantioselective Synthesis ◽  
Chiral Ligands ◽  
Allylic Alkylation ◽  
Research Groups ◽  
Asymmetric Allylic Alkylation ◽  
Catalytic Potential ◽  
Long Time ◽  
Palladium Catalyzed ◽  
Alkylation Reactions

Background: Asymmetric catalysis holds a prestigious role in organic syntheses since a long time and chiral inductors such as ligands have been used to achieve the utmost desired results at this pitch. The asymmetric version of Tsuji-Trost allylation has played a crucial role in enantioselective synthesis. Various chiral ligands have been known for Pdcatalyzed Asymmetric Allylic Alkylation (AAA) reactions and exhibited excellent catalytic potential. The use of chiral ligands as asymmetric inductors has widened the scope of Tsuji-Trost allylic alkylation reactions. Conclusion: Therefore, in this review article, a variety of chiral inductors or ligands have been focused for palladium catalyzed asymmetric allylic alkylation (Tsuji-Trost allylation) and in this regard, recently reported literature (2013-2017) has been described. The use of ligands causes the induction of enantiodiscrimination to the allylated products, therefore, the syntheses of various kinds of ligands have been targeted by many research groups to employ in Pd-catalyzed AAA reactions.

Intermolecular C–H Amidation of Alkenes with Carbon Monoxide and Azides via Tandem Palladium Catalysis

Synthesis ◽  
2021 ◽  
Author(s):  
Zheng-Yang Gu ◽  
Yang Wu ◽  
Feng Jin ◽  
Bao Xiaoguang ◽  
Ji-Bao Xia
Keyword(s):  
Carbon Monoxide ◽  
Palladium Catalysis ◽  
Computational Studies ◽  
Organic Azides ◽  
Reaction Proceeds ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
And Control

An atom- and step-economic intermolecular multi-component palladium-catalyzed C–H amidation of alkenes with carbon monoxide and organic azides has been developed for the synthesis of alkenyl amides. The reaction proceeds efficiently without an ortho-directing group on the alkene substrates. Nontoxic dinitrogen is generated as the sole by-product. Computational studies and control experiments have revealed that the reaction takes place via an unexpected mechanism by tandem palladium catalysis.

Palladium-Catalyzed Carbonylative Synthesis of Aryl Esters from p-Benzoquinones and Aryl Triflates

2021 ◽  
Author(s):  
Xiao-Feng Wu ◽  
jun ying ◽  
Jian-Shu Wang ◽  
Zhengjie Le ◽  
Siqi Wang
Keyword(s):  
Reaction Proceeds ◽  
Palladium Catalyzed

A palladium-catalyzed dicarbonylation of p-benzoquinones with aryl triflates has been developed. Using Cr(CO)6 as the CO source, the reaction proceeds smoothly and efficiently to give a series of aryl esters...

Palladium-catalyzed decarboxylative allylic alkylation of allylic acetates with .beta.-keto acids

1986 ◽  
Vol 51 (4) ◽  
pp. 421-426 ◽  
Author(s):  
Tetsuo Tsuda ◽  
Masahiro Okada ◽  
Seiichi Nishi ◽  
Takeo Saegusa
Keyword(s):  
Allylic Alkylation ◽  
Keto Acids ◽  
Palladium Catalyzed

New Access to Kainic Acid via Intramolecular Palladium-Catalyzed Allylic Alkylation

Synlett ◽  
2007 ◽  
Vol 2007 (10) ◽  
pp. 1521-1524
Author(s):  
David Madec ◽  
Giovanni Poli ◽  
Mathieu Thuong ◽  
Silvia Sottocornola ◽  
Guillaume Prestat ◽  
...  
Keyword(s):  
Kainic Acid ◽  
Allylic Alkylation ◽  
Palladium Catalyzed

ChemInform Abstract: Palladium-Catalyzed Asymmetric Allylic Alkylation of Indoles by C-N Bond Axially Chiral Phosphine Ligands.

ChemInform ◽  
2013 ◽  
Vol 44 (41) ◽  
pp. no-no
Author(s):  
Takashi Mino ◽  
Miho Ishikawa ◽  
Kenji Nishikawa ◽  
Kazuya Wakui ◽  
Masami Sakamoto
Keyword(s):  
Phosphine Ligands ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Axially Chiral ◽  
Chiral Phosphine Ligands ◽  
Palladium Catalyzed

scholarly journals New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction

Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 432
Author(s):  
Sulejman Alihodžić ◽  
Hana Čipčić Paljetak ◽  
Ana Čikoš ◽  
Ivaylo Jivkov Elenkov
Keyword(s):  
Antibacterial Activity ◽  
Nmr Spectroscopy ◽  
Chemical Reaction ◽  
Michael Addition ◽  
Addition Reaction ◽  
Allylic Alkylation ◽  
Antibiotic Drug ◽  
Palladium Catalyzed

Unprecedented tandem allylic alkylation/intermolecular Michael addition was used in the preparation of novel bicyclic azalides. NMR spectroscopy was used not only to unambiguously determine and characterize the structures of these unexpected products of chemical reaction but also to investigate the effect the rigid bicyclic modification has on the conformation of the whole molecule. Thus, some of the macrolides prepared showed antibacterial activity in the range of well-known antibiotic drug azithromycin.

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