N-heterocyclic olefins catalyzed ring-opening polymerization of N-tosyl aziridines
Sign Up to like & getrecommendations! Published in 2020 at "European Polymer Journal"
DOI: 10.1016/j.eurpolymj.2020.110046
Abstract: Abstract A N-heterocyclic olefins (NHOs) catalyzed ring-opening polymerization of N-tosyl aziridines has been developed under metal-free and mild conditions. The NHO serves as a highly efficient and versatile organocatalyst for the synthesis of linear poly(aziridine)s,… read more here.
Keywords: heterocyclic olefins; polymerization tosyl; catalyzed ring; opening polymerization ... See more keywords
Copper-Catalyzed Ring-Opening 1,3-Aminotrifluoromethylation of Arylcyclopropanes.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c00390
Abstract: The copper-catalyzed reaction of arylcyclopropanes, N-fluorobis(arenesulfonyl)imides, and (bpy)Zn(CF3)2 (bpy = 2,2'-bipyridine) at room temperature affords the corresponding ring-opening 1,3-aminotrifluoromethylation products in satisfactory yields. The protocol is highly regioselective, providing a convenient entry to γ-trifluoromethylated amines.… read more here.
Keywords: ring opening; aminotrifluoromethylation arylcyclopropanes; opening aminotrifluoromethylation; catalyzed ring ... See more keywords
Rhodium-Catalyzed Ring Expansion of Azetidines via Domino Conjugate Addition/N-Directed α-C(sp3)-H Activation.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00056
Abstract: A facile synthetic method for 4-aryl-4,5-dihydropyrrole-3-carboxylates is developed, with a rhodium-catalyzed ring expansion strategy from readily available 2-(azetidin-3-ylidene) acetates and aryl boronic acids. Mechanistic investigations suggest a novel domino "conjugate addition/N-directed α-C(sp3)-H activation" process. The… read more here.
Keywords: domino conjugate; conjugate addition; catalyzed ring; rhodium catalyzed ... See more keywords
Enantioselective Syntheses of 2-Azabicyclo[2.2.1]heptanes via Brønsted Acid Catalyzed Ring-Opening of meso-Epoxides.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03529
Abstract: A chiral phosphoric acid-catalyzed ring-opening of meso-epoxides was developed. A range of 2-azabicyclo[2.2.1]heptanes were obtained in high yields with excellent enantioselectivities. In addition, the hydroxyl and amide groups in the products provided handles for further… read more here.
Keywords: opening meso; catalyzed ring; meso epoxides; azabicyclo heptanes ... See more keywords
Benzotriazole-Triggered Three-Component Lewis Acid-Catalyzed Ring-Opening 1,3-Aminofunctionalization of Donor-Acceptor Cyclopropanes.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00180
Abstract: The use of benzotriazoles as nucleophilic triggers in the three-component Yb(OTf)3-catalyzed ring-opening 1,3-aminofunctionalization of donor-acceptor (D-A) cyclopropanes is presented. Using N-halo succinimide (NXS) as the third component, the reaction afforded the 1,3-aminohalogenation product in up… read more here.
Keywords: aminofunctionalization donor; donor acceptor; catalyzed ring; three component ... See more keywords
Diastereoselective Access to Seven-Membered Benzosultams via Palladium-Catalyzed Ring-Opening [3 + 2]-Annulation.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01422
Abstract: A palladium-catalyzed ring-opening [3 + 2]-annulation of spirovinylcyclopropanyl oxindoles with seven-membered cyclic N-sulfonylimines has been developed. A wide range of seven-membered benzosultams featuring both a quaternary center and axially chiral biaryl scaffolds have been afforded… read more here.
Keywords: membered benzosultams; palladium catalyzed; seven membered; opening annulation ... See more keywords
One-Pot Synthesis of Indolizines via Sequential Rhodium-Catalyzed [2 + 1]-Cyclopropanation, Palladium-Catalyzed Ring Expansion, and Oxidation Reactions from Pyridotriazoles and 1,3-Dienes.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02826
Abstract: An efficient, one-pot synthetic method for producing functionalized indolizine derivatives was developed via a Rh-catalyzed [2 + 1]-cyclopropanation, Pd-catalyzed ring expansion, and subsequent oxidation using manganese dioxide from pyridotriazoles and 1,3-dienes. read more here.
Keywords: pyridotriazoles dienes; ring expansion; catalyzed ring; one pot ... See more keywords
Computational Study on the Mechanism and Origin of the Regioselectivity and Stereospecificity in Pd/SIPr-Catalyzed Ring-Opening Cross-Coupling of 2-Arylaziridines with Arylboronic Acids
Sign Up to like & getrecommendations! Published in 2019 at "ACS Catalysis"
DOI: 10.1021/acscatal.9b01191
Abstract: The mechanism, regioselectivity, and stereospecificity of Pd/NHC-catalyzed ring-opening cross-coupling of 2-arylaziridines with arylboronic acids (Takeda et al. J. Am. Chem. Soc. 2014, 136, 8544−8547) is rationalized from density functional theory calculations. Pd(0)SIPr complex, the active… read more here.
Keywords: regioselectivity stereospecificity; opening cross; catalyzed ring; ring opening ... See more keywords
Gold-catalyzed ring-expansion through acyl migration to afford furan-fused polycyclic compounds.
Sign Up to like & getrecommendations! Published in 2017 at "Chemical communications"
DOI: 10.1039/c7cc00218a
Abstract: A gold-catalyzed ring-expansion reaction of alkynones to access furan-fused polycyclic compounds is reported. Mechanistic studies revealed that the reaction might occur through a tandem 1,2-acyl migration/Friedel-Crafts reaction. read more here.
Keywords: ring expansion; furan fused; polycyclic compounds; fused polycyclic ... See more keywords
Silver-catalyzed ring-opening difluoromethylthiolation/trifluoromethylthiolation of cycloalkanols with PhSO2SCF2H or PhSO2SCF3
Sign Up to like & getrecommendations! Published in 2018 at "Organic chemistry frontiers"
DOI: 10.1039/c8qo00115d
Abstract: A silver-catalyzed ring-opening difluoromethylthiolation/trifluoromethylthiolation of cycloalkanols including cyclopropanols, cyclobutanols, cyclopentanols, cyclohexanols and cycloheptanols was described. A variety of common functional groups such as fluoride, chloride, bromide, iodide, trifluoromethyl, cyano and ester groups were compatible. read more here.
Keywords: silver catalyzed; difluoromethylthiolation trifluoromethylthiolation; ring opening; trifluoromethylthiolation cycloalkanols ... See more keywords
α,β-Diaryl unsaturated ketones via palladium-catalyzed ring-opening of cyclopropenones with organoboronic acids
Sign Up to like & getrecommendations! Published in 2018 at "Organic chemistry frontiers"
DOI: 10.1039/c8qo00241j
Abstract: Palladium-catalyzed ring-opening acylation of cyclopropenones with organoboronic acids at room temperature has been developed. Both arylboronic acids and vinylboronic acids are viable in this acylation reaction, providing a new protocol to synthesise α,β-diaryl unsaturated ketones… read more here.
Keywords: cyclopropenones organoboronic; ring opening; palladium catalyzed; diaryl unsaturated ... See more keywords