C-H and C-C bond insertion reactions of diazo compounds into aldehydes
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron"
DOI: 10.1016/j.tet.2017.10.051
Abstract: Abstract This review covers formal insertion reactions of diazo compounds into aldehydes for the formation of ketones (C H bond insertion) and homologated aldehydes (C C bond insertion). The Roskamp homologation and related reactions have… read more here.
Keywords: insertion reactions; insertion; diazo compounds; reactions diazo ... See more keywords
Computational Studies on Rhodium(III) Catalyzed C–H Functionalization versus Deoxygenation of Quinoline N-Oxides with Diazo Compounds
Sign Up to like & getrecommendations! Published in 2017 at "Organometallics"
DOI: 10.1021/acs.organomet.6b00857
Abstract: Density functional theory calculations have been performed to study the reaction mechanisms for the Rh(III)-catalyzed C–H functionalization versus deoxygenation of quinoline N-oxide (QNO) with diazo compounds, dimethyl diazomalonate and methyl phenyldiazoacetate. How different diazo compounds… read more here.
Keywords: functionalization versus; deoxygenation quinoline; diazo compounds; versus deoxygenation ... See more keywords
Copper-Catalyzed Oxyvinylation of Diazo Compounds.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c01150
Abstract: A copper(I)-catalyzed vinylation of diazo compounds with vinylbenziodoxolone reagents (VBX) as partners is reported. The transformation tolerates diverse functionalities on both reagents delivering polyfunctionalized vinylated products. The strategy was successfully extended to a three-component/intermolecular version… read more here.
Keywords: catalyzed oxyvinylation; diazo compounds; oxyvinylation diazo; copper catalyzed ... See more keywords
Catalytic Asymmetric Tandem Reaction of o-Alkynylbenzaldehydes, Amines, and Diazo Compounds.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02433
Abstract: An efficient asymmetric tandem reaction of o-alkynylbenzaldehydes, amines, and diazo compounds catalyzed by chiral silver imidodiphosphate has been established. Chiral 1,2-dihydroisoquinoline analogues have a tertiary stereocenter at the C1 position, and substituents at the C3… read more here.
Keywords: amines diazo; asymmetric tandem; tandem reaction; diazo compounds ... See more keywords
Highly Enantioselective Synthesis of [1,2,4]Triazino[5,4-a]isoquinoline Derivatives via (3 + 3) Cycloaddition Reactions of Diazo Compounds and Isoquinolinium Methylides.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01122
Abstract: An array of chiral [1,2,4]triazino[5,4-a]isoquinoline derivatives were obtained in excellent yields (up to 98%) and with excellent enantioselectivities (up to 99% ee) via a new highly asymmetric (3 + 3) cycloaddition reaction of diazo compounds… read more here.
Keywords: diazo compounds; isoquinolinium methylides; isoquinoline derivatives; triazino isoquinoline ... See more keywords
Pd-Catalyzed 1,4-Carboamination of Bicyclic Bromoarenes with Diazo Compounds and Amines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01233
Abstract: A palladium-catalyzed 1,4-carboamination of bromoarenes with diazo compounds and amines was developed. This reaction proceeds through a palladium-carbene that then generates a π-benzylpalladium intermediate, forming ipso C-C and para C-N bonds on bromoarenes in a… read more here.
Keywords: carboamination bicyclic; bromoarenes diazo; diazo compounds; catalyzed carboamination ... See more keywords
Electrosynthesis of Stabilized Diazo Compounds from Hydrazones.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01803
Abstract: An electrochemical synthesis of diazo compounds from hydrazones in yields as high as 99% was performed. This method was elaborated as a useful synthetic method and demonstrated on various diazo compounds (24 examples). Apart from… read more here.
Keywords: electrosynthesis stabilized; stabilized diazo; diazo compounds; compounds hydrazones ... See more keywords
[2 + 3] Annulative Coupling of Tetrahydroisoquinolines with Aryliodonio diazo compounds To Access 1,2,4-Triazolo[3,4-a]isoquinolines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02442
Abstract: Base promoted one-pot annulative coupling of 1,2,3,4-tetrahydroisoquinolines (THIQs) with hypervalent iodine(III) species aryliodonio diazo compounds has been devised for the direct construction of 1,2,4-triazolo[3,4-a]isoquinoline derivatives at room temperature in open air for the first time.… read more here.
Keywords: triazolo; annulative coupling; diazo compounds; tetrahydroisoquinolines aryliodonio ... See more keywords
Copper-Catalyzed Cycloadditions of Diazo Compounds with Imidazolidines/Hexahydropyrimidines for the Syntheses of N-Heterocycles.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02561
Abstract: Reported herein are the unprecedented copper-catalyzed formal [n + 1]/[n + 3] (n = 5, 6) cycloadditions of diazo compounds with imidazolidines/hexahydropyrimidines, thus providing a general, economical, and efficient route to construct different sized (six-… read more here.
Keywords: catalyzed cycloadditions; compounds imidazolidines; imidazolidines hexahydropyrimidines; diazo compounds ... See more keywords
Photocatalytic Regioselective Difunctionalization of Alkenes with Diazo Compounds and tert-Butyl Nitrite: Access to γ-Oximino Esters.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02749
Abstract: A visible-light photocatalytic regioselective difunctionalization of alkenes with diazo compounds and tert-butyl nitrite has been developed. The protocol provides an efficient approach to γ-oximino esters under mild conditions. Significantly, this transformation not only shows the… read more here.
Keywords: difunctionalization alkenes; butyl nitrite; diazo compounds; photocatalytic regioselective ... See more keywords
Rh(III)-Catalyzed Synthesis of Substituted Isoindoles through a Direct C-H Activation/[4 + 1] Annulation and Acyl Migration Cascade of Oxadiazolones with Diazo Compounds.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00547
Abstract: A Rh(III)-catalyzed C-H bond activation for the synthesis of fused 2H-isoindole scaffolds from oxadiazolones with diazo compounds was developed. The reaction proceeded through C-H activation of oxadiazolones/[4 + 1] annulation, intramolecular cyclization, and an unusual… read more here.
Keywords: migration cascade; oxadiazolones diazo; acyl migration; diazo compounds ... See more keywords