Unusual Lewis-acid catalyzed formal (3+3)-cycloaddition of azomethine imines and nitrones to N-vinylpyrroles
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron"
DOI: 10.1016/j.tet.2016.12.034
Abstract: Abstract The addition of Lewis acids change the reaction mechanism of the cycloaddition of N-vinylpyrroles with azomethine imine and C,N-diarylnitrones. The formal (3+3)-cycloaddition is observed instead of (3+2)-dipolar cycloaddition, which take place in the absence… read more here.
Keywords: cycloaddition; lewis acid; unusual lewis; formal cycloaddition ... See more keywords
Copper-catalyzed formal propargylic [3 + 2] cycloaddition for stereoselective construction of (E)-β-pyrazolylacrylates
Sign Up to like & getrecommendations! Published in 2020 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2019.151409
Abstract: Abstract A copper-catalyzed formal propargylic [3 + 2] cycloaddition between propargylic acetates and 3-(2-tosylhydrazono)propanoates for the synthesis of (E)-β-substituted-β-pyrazolylacrylates has been realized. The reaction showed broad substrate scope and excellent stereoselectivities, thus leading to a variety of… read more here.
Keywords: formal propargylic; propargylic cycloaddition; catalyzed formal; cycloaddition stereoselective ... See more keywords
Allenes and Derivatives in Gold(I)- and Platinum(II)-Catalyzed Formal Cycloadditions
Sign Up to like & getrecommendations! Published in 2019 at "Accounts of Chemical Research"
DOI: 10.1021/acs.accounts.8b00567
Abstract: Conspectus Cycloaddition reactions, by involving the formation of at least two bonds and one cycle in a single operation, represent one of the more practical ways to assemble carbo- and heterocyclic structures from simple acyclic… read more here.
Keywords: platinum; catalyzed formal; formal cycloadditions; gold ... See more keywords
Indium-Catalyzed Formal Carbon-Halogen Bond Insertion: Synthesis of α-Halo-α,α-disubstituted Esters from Benzylic Halides and Diazo Esters.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00343
Abstract: One-carbon-unit insertion into carbon-halogen (C-X) bonds accompanied by the formation of a new C-X bond and carbon-chain elongation is a powerful synthetic method of complex organohalides. Herein, we developed an indium trihalide catalyzed formal insertion… read more here.
Keywords: carbon; catalyzed formal; insertion; carbon halogen ... See more keywords
Regio- and Chemoselective Copper-Catalyzed Formal [2+2+2] Cycloaddition of Primary Amines with Arylacetylenes to 2,4,5-Trisubstituted Pyridines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02606
Abstract: Disclosed herein is an efficient strategy for the synthesis of 2,4,5-trisubstituted pyridines via CuI/NBS-catalyzed formal intermolecular [2+2+2] cycloaddition of easily available primary amines and nonactivated terminal alkynes. Moreover, this given reaction features a new mode… read more here.
Keywords: catalyzed formal; regio chemoselective; chemoselective copper; trisubstituted pyridines ... See more keywords
Gold-Catalyzed Formal [3 + 2] Cycloaddition of Ynamides with 4,5-Dihydro-1,2,4-oxadiazoles: Synthesis of Functionalized 4-Aminoimidazoles.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b01469
Abstract: A gold-catalyzed formal [3 + 2] cycloaddition of ynamides with 4,5-dihydro-1,2,4-oxadiazoles has been developed. The reaction provides a concise and regioselective access to highly functionalized 4-aminoimidazoles likely via the formation of an α-imino gold carbene… read more here.
Keywords: dihydro oxadiazoles; ynamides dihydro; formal cycloaddition; catalyzed formal ... See more keywords
DFT Studies on the Mechanism of the Iridium-Catalyzed Formal [4 + 1] Cycloaddition of Biphenylene with Alkenes
Sign Up to like & getrecommendations! Published in 2017 at "ACS Omega"
DOI: 10.1021/acsomega.7b00403
Abstract: Recently, we reported an Ir-catalyzed formal [4 + 1] cycloaddition of biphenylenes with alkenes, which gave 9,9-disubstituted fluorenes in moderate to excellent yields. We proposed a reaction mechanism that involved the intermolecular insertion of alkenes,… read more here.
Keywords: cycloaddition; dft studies; formal cycloaddition; catalyzed formal ... See more keywords
Copper-Catalyzed Formal Dehydration Polymerization of Propargylic Alcohols via Cumulene Intermediates.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c00599
Abstract: Here we report a copper-catalyzed formal dehydration polymerization of propargylic alcohols. Copper catalysis allows for efficient in situ generation of [n]cumulenes (n = 3, 5) by a soft deprotonation/β-elimination pathway and subsequent polymerization via organocopper… read more here.
Keywords: copper catalyzed; polymerization propargylic; dehydration polymerization; polymerization ... See more keywords
Cerium-Catalyzed Formal Cycloaddition of Cycloalkanols with Alkenes through Dual Photoexcitation.
Sign Up to like & getrecommendations! Published in 2018 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.8b08781
Abstract: We describe a synergistic utilization of cerium photocatalysis and photoinduced electron transfer catalysis that enables an atom- and step-economical ring expansion of readily available cycloalkanols. This operationally simple protocol provides rapid access to privileged and… read more here.
Keywords: cycloaddition cycloalkanols; cerium; formal cycloaddition; cerium catalyzed ... See more keywords
Brønsted acid-catalyzed formal [5+2+1] cycloaddition of ynamides and isoxazoles with water: access to oxygen-bridged tetrahydro-1,4-oxazepines.
Sign Up to like & getrecommendations! Published in 2018 at "Chemical communications"
DOI: 10.1039/c8cc00881g
Abstract: A Brønsted acid-catalyzed formal [5+2+1] cycloaddition of ynamides and isoxazoles with water is described. This process provides atom-economical access to oxygen-bridged tetrahydro-1,4-oxazepines, where the bridged oxygen atom originates from water. The unique property of the… read more here.
Keywords: oxygen; nsted acid; water; formal cycloaddition ... See more keywords
A Rh(II)- or Ag(I)-Catalyzed Formal C–O Bond Insertion of Cyclic Hemiaminal with Aryl Diazoacetate
Sign Up to like & getrecommendations! Published in 2021 at "Synlett"
DOI: 10.1055/a-1623-1490
Abstract: A mild and facile synthetic method via convergent assembly of two reactive intermediates generated in situ has been developed. This method provides an efficient way to construct six- and seven-membered N-heterocycles containing a biaryl linkage.… read more here.
Keywords: bond insertion; insertion cyclic; catalyzed formal; formal bond ... See more keywords