A Sequential Nitro‐Michael Addition and Reductive Cyclization Cascade Reaction for Diastereoselective Synthesis of Multifunctionalized 3,3'‐pyrrolidinyl‐spirooxindoles
Sign Up to like & getrecommendations! Published in 2024 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.202401121
Abstract: In this investigation, we elucidated, one‐pot two stage efficient synthesis of multifuctionalized spiro[oxindole ‐3,3′‐pyrrolidine]. The methodology proceeds via organocatalyzed nitro‐Michael addition reaction between indolylidenecyanoesters and nitroalkanes to formed nitro‐Michael adduct which transformed into multifunctionalized 3,3'‐pyrrolidinyl‐spirooxindoles… read more here.
Keywords: reaction; michael addition; pyrrolidinyl spirooxindoles; multifunctionalized pyrrolidinyl ... See more keywords
Synthesis of substituted pyrazolo[1,5-a]quinoxalines using the reductive cyclization
Sign Up to like & getrecommendations! Published in 2020 at "Russian Chemical Bulletin"
DOI: 10.1007/s11172-020-2986-1
Abstract: New pyrazolo[1,5-a]quinoxalin-4-ones were obtained by reductive cyclization from the corresponding 1-(2-nitroaryl)pyrazole-5-carboxylates. Alternatively, pyrazolo[1,5-a]quinoxalines were prepared from N-hydroxypyrazolo[1,5-a]quinoxalines. read more here.
Keywords: quinoxalines using; reductive cyclization; synthesis substituted; substituted pyrazolo ... See more keywords
Simple synthesis of 3-hydroxyquinolines via Na2S2O4-mediated reductive cyclization of (2-(2-nitrophenyl)oxiran-1-yl)(aryl)methanones (o-nitrobenzalacetophenone oxides)
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron"
DOI: 10.1016/j.tet.2017.06.058
Abstract: Abstract An efficient sodium dithionite (Na2S2O4)-mediated method for construction of 3-hydroxyquinolines via in situ Meinwald rearrangement/intramolecular reductive cyclization of o-nitrobenzalacetophenone oxides has been developed. The practical approach is of excellent functional group compatibility with as… read more here.
Keywords: na2s2o4 mediated; nitrobenzalacetophenone oxides; hydroxyquinolines via; reductive cyclization ... See more keywords
Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin-3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.12.029
Abstract: Abstract A facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro- N -(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol–water in good yields. This method provides a simple approach… read more here.
Keywords: reductive cyclization; chloro nitrobenzyl; facile synthesis; nitrobenzyl acetamides ... See more keywords
A Synthesis Strategy for the Production of a Macrolactone of Gulmirecin A via a Ni(0)-Mediated Reductive Cyclization Reaction.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c00665
Abstract: A synthesis strategy for the production of a key synthetic intermediate of gulmirecin A was described. The key reaction in the preparation of the 12-membered macrolactone is the Ni(0)-mediated reductive cyclization reaction of ynal using… read more here.
Keywords: synthesis strategy; reductive cyclization; reaction; gulmirecin ... See more keywords
Microwave-Assisted Palladium-Catalyzed Reductive Cyclization/Ring-Opening/Aromatization Cascade of Oxazolidines to Isoquinolines.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02416
Abstract: An efficient palladium-catalyzed reaction of N-propargyl oxazolidines for the construction of 4-substituted isoquinolines under microwave irradiation is developed. This transformation proceeds through a sequential palladium-catalyzed reductive cyclization/ring-opening/aromatization cascade via C-O and C-N bond cleavages of… read more here.
Keywords: ring opening; cyclization ring; reductive cyclization; catalyzed reductive ... See more keywords
Synthesis of 3-Acyloxyindolenines by TiCl3-Mediated Reductive Cyclization of 2-(ortho-Nitroaryl)-Substituted Enol Esters.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02860
Abstract: In the presence of TiCl3, the reductive cyclization of tetrasubstituted enol esters bearing a 2-(ortho-nitroaryl) substituent affords 3-acyloxy-2,3-disubstituted indolenines in good yields. A domino process involving the partial reduction of nitro to a nitroso group… read more here.
Keywords: reductive cyclization; acyloxyindolenines ticl3; synthesis acyloxyindolenines; ortho nitroaryl ... See more keywords
Iron-Catalyzed Dearomatizing Reductive Cyclization of Arenes.
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DOI: 10.1021/acs.orglett.4c04680
Abstract: An efficient iron-catalyzed intramolecular dearomatizing reductive cyclization of arenes has been developed. By employing FeBr2 as the catalyst, tripyridine as the ligand, and Mn powder as the reductant, a series of spiro-cyclohexadienes and dihydronaphthalenes were… read more here.
Keywords: cyclization arenes; catalyzed dearomatizing; iron catalyzed; dearomatizing reductive ... See more keywords
Visible-Light Photoredox Catalyzed Oxidative/Reductive Cyclization Reaction of N-Cyanamide Alkenes for the Synthesis of Sulfonated Quinazolinones.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02163
Abstract: An efficient photocatalytic oxidative/reductive cyclization reaction of N-cyanamide alkenes with arylsulfinic acids or arylsulfonyl chlorides, which proceeds through C-S, C-C, and C-N bond formations, is reported. This photocatalytic reaction was carried out under mild conditions,… read more here.
Keywords: sulfonated quinazolinones; reaction cyanamide; reductive cyclization; cyclization reaction ... See more keywords
Rhodium-Catalyzed Highly Regio- and Enantioselective Reductive Cyclization of Alkyne-Tethered Cyclohexadienones
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DOI: 10.1021/acscatal.7b04054
Abstract: Rhodium-catalyzed asymmetric hydrogenation of alkyne-tethered cyclohexadienones enables highly regio- and enantioselective reductive cyclization to afford cis-hydrobenzofurans and cis-hydroindoles in high yields. Desymmetrization of 1,3-diyne-tethered cyclohexadienones was also explored, wherein the intramolecular coordination of a Rh… read more here.
Keywords: rhodium catalyzed; reductive cyclization; alkyne tethered; highly regio ... See more keywords
Nickel-Promoted Reductive Cyclization Cascade: A Short Synthesis of a New Aromatic Strigolactone Analogue
Sign Up to like & getrecommendations! Published in 2017 at "Synthesis"
DOI: 10.1055/s-0036-1588804
Abstract: A stereospecific synthesis of the tetrahydro-2 H -indeno[1,2- b ]furan skeleton, which is embedded in bioactive aromatic strigolactones such as GR24, is realized by a nickel-mediated tandem cross-coupling for the first time. The observed cis… read more here.
Keywords: cascade short; nickel promoted; cyclization cascade; reductive cyclization ... See more keywords