Radical Cascade Annulation of Biphenyl Acrylamides to Dibenzoazepinones: Experimental and DFT Studies
Sign Up to like & getrecommendations! Published in 2024 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.202400450
Abstract: An efficient method for the conversion of biphenyl acrylamides to dibenzoazepinones with ‐SCF3 incorporation is described. This operationally simple radical cascade reaction employs CAN as an oxidant and exhibits good functional group tolerance. Substrates featuring… read more here.
Keywords: acrylamides dibenzoazepinones; biphenyl acrylamides; cascade annulation; radical cascade ... See more keywords
A heterogeneous gold(I)-catalyzed cascade annulation of aldehydes with propargylamine leading to 3-substituted 2,5-dimethylpyrazines
Sign Up to like & getrecommendations! Published in 2017 at "Journal of Organometallic Chemistry"
DOI: 10.1016/j.jorganchem.2017.07.012
Abstract: Abstract A heterogeneous gold(I)-catalyzed cascade annulation reaction of aldehydes with propargylamine was achieved in 1,2-dichloroethane at 40 °C by using an MCM-41-immobilized phosphine gold(I) complex[MCM-41-PPh 3 -AuNTf 2 ] as catalyst, yielding a variety of 3-substituted… read more here.
Keywords: cascade annulation; heterogeneous gold; gold; catalyzed cascade ... See more keywords
Preparation of 4(3H)-quinazolinones from aryldiazonium salt, nitriles and 2-aminobenzoate via a cascade annulation
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron"
DOI: 10.1016/j.tet.2018.12.065
Abstract: Abstract One-pot synthesis of 3-aryl-4(3H)-quinazolinones has been realized through a cascade annulation. Reaction of aryldiazonium salt with a nitrile provides in situ generation of a reactive nitrilium ion, which is attacked by the amino group… read more here.
Keywords: cascade annulation; aryldiazonium salt; preparation quinazolinones;
Synthesis of 3H-1,2,4-Triazol-3-ones via NiCl2-Promoted Cascade Annulation of Hydrazonoyl Chlorides and Sodium Cyanate.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c00568
Abstract: A nickel-promoted cascade annulation reaction for the facile synthesis of 3H-1,2,4-triazol-3-ones from readily available hydrazonoyl chlorides and sodium cyanate has been developed. The transformation occurs through a cascade nickel-promoted intermolecular nucleophilic addition-elimination process, intramolecular nucleophilic… read more here.
Keywords: hydrazonoyl chlorides; chlorides sodium; promoted cascade; triazol ones ... See more keywords
Selective Synthesis of Substituted Pyridines and Pyrimidines through Cascade Annulation of Isopropene Derivatives.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00124
Abstract: Diverse substituted pyridines and pyrimidines with high selectivity were obtained using a concise and efficient protocol developed herein. The reaction proceeds via metal-free cascade annulation of isopropene derivatives. Using isopropene derivatives as C3 synthons, NH4I… read more here.
Keywords: substituted pyridines; cascade annulation; annulation isopropene; isopropene derivatives ... See more keywords
A Diastereoselective Cascade Annulation Approach to Bridged Polycyclic Heterocycles Involving an Unexpected Rearrangement.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03629
Abstract: A diastereoselective cascade annulation between allenoates and in-situ generated isoquinoline N-oxides generating sp3-rich bridged polycyclic heterocycles is disclosed. The reaction proceeds through an unprecedented non-rearomatized rearrangement and allows access to a broad range of bridged… read more here.
Keywords: bridged polycyclic; cascade annulation; diastereoselective cascade; polycyclic heterocycles ... See more keywords
Rhodium-Catalyzed [4 + 2] Cascade Annulation to Easy Access N-Substituted Indenoisoquinolinones.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01032
Abstract: An efficient approach for the synthesis of N-substituted indenoisoquinolinones via rhodium(III)-catalyzed C-H bond activation/subsequent [4 + 2] cyclization starting from easily available 2-phenyloxazolines and 2-diazo-1,3-indandiones has been developed. A series of indeno[1,2-c]isoquinolinones were obtained in… read more here.
Keywords: catalyzed cascade; cascade annulation; annulation; rhodium catalyzed ... See more keywords
Rhodium(I)-Catalyzed Cascade Annulation of 1,n-Diynyl Nitrones to 3,4-Fused Fully Substituted Furans.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c02287
Abstract: A method for the assembly of fully substituted furans containing a 3,4-fused 5-8-membered carbocycle, heterocycle, or spirocycle from rhodium(I)-catalyzed and 1,1,1,3,3,3-hexafluoroisopropanol (HFIP)-assisted cascade annulation of 1,n-diynyl nitrones has been developed. read more here.
Keywords: annulation diynyl; substituted furans; rhodium catalyzed; cascade annulation ... See more keywords
Synthesis of 1-Aminoisoquinolines via Rh(III)-Catalyzed C-H Cascade Annulation of Benzamidines with Iodonium Ylides.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c00506
Abstract: A Rh(III)-catalyzed C-H cascade annulation reaction of benzamidine hydrochlorides with iodonium ylides has been successfully accomplished, providing an efficient strategy for the synthesis of various 1-aminoisoquinoline derivatives in moderate to good yields. Here, iodonium ylide… read more here.
Keywords: annulation; cascade annulation; catalyzed cascade; iodonium ylides ... See more keywords
Synthesis of Furo[2,3-b]pyran-2-ones through Ag(I)- or Ag(I)-Au(I)-Catalyzed Cascade Annulation of Alkynols and α-Ketoesters.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.7b04027
Abstract: Ag(I)- or Ag(I)-Au(I)-catalyzed cascade annulation of alkynols (5-hexyn-1-ol systems) with α-ketoesters involving a dual activation process (π and σ) has been developed for the first time. This reaction proceeds through cycloisomerization of alkynol to give… read more here.
Keywords: furo pyran; annulation; cascade annulation; annulation alkynols ... See more keywords
Direct access to substituted benzo[b]carbazoles through cascade annulation of 2-vinylbenzaldehydes with indoles.
Sign Up to like & getrecommendations! Published in 2019 at "Chemical communications"
DOI: 10.1039/c8cc10253h
Abstract: A highly efficient palladium-catalyzed cascade annulation of 2-vinylbenzaldehydes with indoles has been achieved to afford 6-(3-indolyl)benzo[b]carbazoles under mild conditions in good yield and with excellent regioselectivity. Mechanistic investigations reveal that the reaction proceeds via double… read more here.
Keywords: vinylbenzaldehydes indoles; direct access; benzo carbazoles; annulation vinylbenzaldehydes ... See more keywords