Ruthenium‐Catalyzed Cycloaddition for Introducing Chemical Diversity in Second‐Generation β‐Lactamase Inhibitors
Sign Up to like & getrecommendations! Published in 2023 at "ChemMedChem"
DOI: 10.1002/cmdc.202300077
Abstract: Ruthenium(II) alkyne azide cycloaddition (RuAAC) is an attractive reaction to access 1,5‐triazole derivatives and is applicable to internal alkynes. Here, we explore RuAAC to introduce molecular diversity on the diazabicyclooctane (DBO) scaffold of β‐lactamase inhibitors.… read more here.
Keywords: catalyzed cycloaddition; ruthenium catalyzed; lactamase inhibitors; diversity ... See more keywords
Titanium-catalyzed [6π+2π]-cycloaddition of Si-containing alkynes to bis(1,3,5-cycloheptatriene-7-yl)alkanes
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2017.03.057
Abstract: Abstract The reaction between Si-containing alkynes and bis (1,3,5-cycloheptatriene-7-yl)alkanes in the presence of the two-component catalyst Ti(acac) 2 Cl 2 -Et 2 AlCl, led to the selective formation of mono- and bis -adducts – {9-[4-(2,4,6-cycloheptatrienyl)alkyl]-8-alkyl(phenyl)bicyclo[4.2.1]nona-2,4,7-triene-7-yl}(trimethyl)silanes… read more here.
Keywords: titanium catalyzed; containing alkynes; catalyzed cycloaddition; bis cycloheptatriene ... See more keywords
Synthesis of trifluoromethyl-group-containing cyclopentadienones by the palladium-catalyzed [2 + 2 + 1] cycloaddition of aryl- and trifluoromethyl-group substituted internal alkynes and carbon monoxide
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2019.01.036
Abstract: Abstract We investigated the palladium-catalyzed [2 + 2 + 1] cycloaddition of aryl- and trifluoromethyl-group-substituted internal alkynes and carbon monoxide, and revealed that the PdBr2 effectively catalyzed the intended reaction. The PdBr2-catalyzed reaction smoothly proceeded and provided aryl- and… read more here.
Keywords: aryl trifluoromethyl; palladium catalyzed; trifluoromethyl group; group ... See more keywords
Mechanistic Studies of Transition-Metal-Catalyzed [2 + 2 + 2] Cycloaddition Reactions.
Sign Up to like & getrecommendations! Published in 2020 at "Chemical reviews"
DOI: 10.1021/acs.chemrev.0c00062
Abstract: The development of catalytic methodologies involving the formation of C-C bonds to enable the generation of cyclic systems constitutes a field of great relevance in synthetic organic chemistry. One paradigmatic process to accomplish this goal… read more here.
Keywords: catalyzed cycloaddition; reaction; transition metal; metal catalyzed ... See more keywords
Oxathiaborolium-Catalyzed Enantioselective [4 + 2] Cycloaddition and Its Application in Lewis Acid Coordinated and Chiral Lewis Acid Catalyzed [4 + 2] Cycloaddition.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02345
Abstract: The nascency of second-generation sulfur-stabilized borenium cations by halophilic Lewis acid SnCl4 leads to highly active chiral Lewis acids that are very effective catalysts for [4 + 2] cycloaddition. Oxathiaborolium pentachlorostannate (5-10 mol %) successfully… read more here.
Keywords: lewis acid; acid; catalyzed cycloaddition; chiral lewis ... See more keywords
Palladium-Catalyzed [2+3] Cycloaddition/Cross-Coupling Reaction: Z/E and Diastereoselective Synthesis of Dendralene-Functionalized Dihydrofurans.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01605
Abstract: Herein, we describe a Pd-catalyzed [2+3] cycloaddition/cross-coupling reaction of allenyl acetates for the Z/E selective and diastereoselective synthesis of dendralene-functionalized dihydrofurans. Remarkably, mechanistic studies show the formation of an epoxide from a carbonyl bond via… read more here.
Keywords: diastereoselective synthesis; catalyzed cycloaddition; cross coupling; coupling reaction ... See more keywords
Synthesis of 2-aminopyridines via ruthenium-catalyzed [2+2+2] cycloaddition of 1,6- and 1,7-diynes with cyanamides: scope and limitations
Sign Up to like & getrecommendations! Published in 2018 at "New Journal of Chemistry"
DOI: 10.1039/c7nj04933a
Abstract: A practical and mild process to access 2-aminopyridine derivatives using ruthenium-catalyzed [2+2+2] cycloaddition of various 1,6- and 1,7-diynes with cyanamides is described. This straightforward atom-economical catalytic cycloaddition is scalable and showed excellent regioselectivities to approach… read more here.
Keywords: cycloaddition; synthesis aminopyridines; catalyzed cycloaddition; ruthenium catalyzed ... See more keywords
Gold-catalyzed [5+2] cycloaddition of quinolinium zwitterions and allenamides as an efficient route to fused 1,4-diazepines.
Sign Up to like & getrecommendations! Published in 2018 at "Chemical communications"
DOI: 10.1039/c8cc02570c
Abstract: Herein, we demonstrate a new catalytic cycloaddition of quinolinium zwitterions involving a gold-bound allylic cation intermediate. This ligand-free higher-order cycloaddition efficiently affords a variety of fused 1,4-diazepine derivatives in a stereospecific manner at room temperature. read more here.
Keywords: cycloaddition; catalyzed cycloaddition; quinolinium zwitterions; gold catalyzed ... See more keywords
A photoinduced Wolff rearrangement/Pd-catalyzed [3+2] cycloaddition sequence: an unexpected route to tetrahydrofurans.
Sign Up to like & getrecommendations! Published in 2019 at "Chemical communications"
DOI: 10.1039/c8cc10157d
Abstract: A novel sequential reaction that combines a visible light-induced Wolff rearrangement of α-diazoketones and a Pd-catalyzed [3+2] cycloaddition of vinyl cyclopropanes with the resulting ketenes is described in this work. Selective O-allylic alkylation was observed… read more here.
Keywords: rearrangement catalyzed; catalyzed cycloaddition; photoinduced wolff; wolff rearrangement ... See more keywords
Mechanisms of phosphine-catalyzed [3+3] cycloaddition of ynones and azomethine imines: a DFT study
Sign Up to like & getrecommendations! Published in 2019 at "New Journal of Chemistry"
DOI: 10.1039/c9nj01943j
Abstract: Mechanisms of PPh3-catalyzed [3+3] cycloaddition between a ynone and an azomethine imine. read more here.
Keywords: phosphine catalyzed; mechanisms phosphine; cycloaddition; ynones azomethine ... See more keywords
Is the reaction sequence in phosphine-catalyzed [8+2] cycloaddition controlled by electrophilicity?
Sign Up to like & getrecommendations! Published in 2020 at "Chemical communications"
DOI: 10.1039/d0cc07370a
Abstract: In the presence of multiple electrophiles, the reaction sequence is a critical mechanistic problem. Here, we report a theoretical study on the mechanism of phosphine-catalyzed [8+2] cycloaddition of heptafulvenes and allenoate. DFT calculations showed that… read more here.
Keywords: phosphine catalyzed; catalyzed cycloaddition; reaction sequence;