Visible light and base promoted O-H insertion/cyclization of para-quinone methides with aryl diazoacetates: An approach to 2,3-dihydrobenzofuran derivatives
Sign Up to like & getrecommendations! Published in 2021 at "Chinese Chemical Letters"
DOI: 10.1016/j.cclet.2021.03.010
Abstract: Abstract A visible light and base promoted O-H insertion/cyclization of para-quinone methides with aryl diazoacetates is developed. This one-pot two step reaction offers a mild and efficient approach for the synthesis of biologically important 2,3-dihydrobenzofuran… read more here.
Keywords: insertion cyclization; cyclization para; light base; base promoted ... See more keywords
Base-promoted regioselective synthesis of 1,2,3,4-terahydroquinolines and quinolines from N-boc-3-piperidone
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron"
DOI: 10.1016/j.tet.2019.130695
Abstract: Abstract An efficient synthesis of 1,2,3,4-tetrahydroquinolines with donor and acceptor group has been delineated by base mediated ring transformation of 6-aryl-4-substituted-2H-pyran-2-one-3-carbonitriles by N-boc-3-piperidone followed by consecutive deprotection of Boc group under acidic conditions. This reaction… read more here.
Keywords: promoted regioselective; boc piperidone; base promoted; regioselective synthesis ... See more keywords
Base-promoted formal [4 + 1+1] annulation of aldehyde, N-benzyl amidine and DMSO toward 2,4,6-triaryl pyrimidines
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2017.11.020
Abstract: Abstract A base-promoted formal [4 + 1+1] annulation of aldehyde, N-benzyl amidine and DMSO was developed, leading to a series of 2,4,6-triaryl pyrimidines in moderate to good yields. Notably, DMSO served as a methine source, which was… read more here.
Keywords: aldehyde benzyl; promoted formal; formal annulation; benzyl amidine ... See more keywords
Synthesis of 2-phosphonoheterocycles via base-promoted 5-endo cyclization
Sign Up to like & getrecommendations! Published in 2021 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2020.152742
Abstract: Abstract Herein, a synthesis of 2-phosphonodihydrofurans and 2-phosphonodihydropyrroles via 5-endo cyclization of O-and N-propargylated compounds is described. The reaction is promoted by potassium tert-butoxide and allows a fast access to interesting heterocycles which were easily… read more here.
Keywords: phosphonoheterocycles via; synthesis phosphonoheterocycles; cyclization; via base ... See more keywords
Base-Promoted Radical Azofluoromethylation of Unactivated Alkenes.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c01395
Abstract: The base-induced reaction of aryl diazonium salts with commercially available CF3SO2Na/CF2HSO2Na allows for the generation of the corresponding diazene radicals along with fluoromethyl radicals. The addition of fluoromethyl radicals to alkenes with subsequent diazene trapping… read more here.
Keywords: promoted radical; azofluoromethylation unactivated; azofluoromethylation; unactivated alkenes ... See more keywords
Mild Base-Promoted Tandem Nucleophilic Substitution/Decarboxylation/Hydroamination: Access to 3-Sulfonylindoles and 2-Methyleneindophenols.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c03472
Abstract: We have developed an efficient construction of 3-sulfonylindoles and 2-methyleneindophenols via decarboxylative propargylation/hydroamination of ethynyl benzoxazinanones using sodium sulfonates and phenols as the nucleophiles. The reaction featured mild conditions (K2CO3), simple operation, and high chemoselectivity… read more here.
Keywords: tandem nucleophilic; mild base; hydroamination; promoted tandem ... See more keywords
Base-Promoted Formal [3 + 2] Cycloaddition of α-Halohydroxamates with Carbon Disulfide to Synthesize Polysubstituted Rhodanines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00736
Abstract: A concise and practical strategy via potassium-carbonate-mediated [3 + 2]-cycloaddition reaction of α-halohydroxamates with the common solvent carbon disulfide for the synthesis of functionalized rhodanine derivatives in good to excellent yields is developed. The present… read more here.
Keywords: base promoted; promoted formal; carbon disulfide; cycloaddition halohydroxamates ... See more keywords
Base-Promoted Tandem SNAr/Boulton-Katritzky Rearrangement: Access to [1,2,4]Triazolo[1,5-a]pyridines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00863
Abstract: A base-promoted tandem SNAr/Boulton-Katritzky rearrangement is developed. It offers a simple and straightforward method for the formation of functionalized [1,2,4]triazolo[1,5-a]pyridines from 1,2,4-oxadiazol-3-amines or 3-aminoisoxazoles with 2-fluoropyridines. read more here.
Keywords: base promoted; boulton katritzky; katritzky rearrangement; snar boulton ... See more keywords
Base-Promoted 5-exo-dig Cyclization of o-Alkynylamides or 2-En-4-ynamides with CO2 toward Fully Substituted Acrylates.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02123
Abstract: A base-promoted sequential cyclization and carboxylation of o-alkynylamides or 2-en-4-ynamides with CO2 has been achieved with high efficiency, stereoselectivity, and regioselectivity. This approach begins with 5-exo-dig cyclization followed by trapping the resulting vinyl anion with… read more here.
Keywords: base promoted; ynamides co2; alkynylamides ynamides; cyclization ... See more keywords
Base-Promoted Reactions of Organostibines with Alkynes and Organic Halides to Give Chalcogenated (Z)-Olefins and Ethers.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02369
Abstract: Herein, with air-stable chalcogenated stibines (Sb-ER) as organometallic chalcogenating reagents, we developed base-promoted (Z)-hydrochalcogenation of alkynes with DMSO/DMSO-d6 as hydrogen/deuterium sources, giving chalcogenated (Z)-olefins in good yields and with excellent regioselectivity. These reagents, easily synthesized… read more here.
Keywords: base promoted; organostibines alkynes; chalcogenated olefins; alkynes organic ... See more keywords
Base-Promoted Synthesis of Quinoline-4(1H)-thiones from o-Alkynylanilines and Aroyl Isothiocyanates.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02993
Abstract: A base-promoted synthesis of quinoline-4(1H)-thiones has been accomplished from the in situ generated o-alkynylthiourea, obtained by reacting o-alkynylanilines with aroyl/acyl isothiocyanates. A 6-exo-dig S-cyclization of the in situ generated thiourea is followed by a rearrangement… read more here.
Keywords: promoted synthesis; synthesis quinoline; quinoline; alkynylanilines aroyl ... See more keywords