Metal‐Free [2 + 3] Dipolar Cycloaddition/Denitration Cascade between Nitroalkenes and α‐Diazoesters: Regioselective Access to Functionalized NH‐Pyrazoles
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DOI: 10.1002/ajoc.202400077
Abstract: An efficient one‐pot synthesis of 1H‐pyrazoles has been realized via cascade cyclocondensation of β‐nitroalkenes as C2 synthon with α‐diazoesters as C1N2 unit. The reaction proceeds via concomitant formation of two new (C‐N & C‐C) bonds… read more here.
Keywords: dipolar cycloaddition; cascade; denitration; metal free ... See more keywords
1,3-Dipolar Cycloaddition Reactions of Nitrile Oxides under "Non-Conventional" Conditions: Green Solvents, Irradiation, and Continuous Flow.
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DOI: 10.1002/cplu.202000448
Abstract: The 1,3-dipolar cycloaddition reactions (DCs) of nitrile oxides (NOs) to alkenes and alkynes are useful methods for the synthesis of 2-isoxazolines and isoxazoles respectively, which are important classes of heterocyclic compounds in organic and medicinal… read more here.
Keywords: cycloaddition reactions; chemistry; nitrile oxides; reactions nitrile ... See more keywords
The Kinetic Solvent Effect on 1,3-Dipolar Cycloaddition of 2,2,5,5-Tetramethyl-3-imidazoline-3-oxide-1-oxyl.
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DOI: 10.1002/cplu.202200119
Abstract: The use of 2,2,5,5-tetramethyl-3-imidazoline-3-oxide-1-oxyl (1) as a controlling agent in Nitroxide Mediated Polymerization allows for activation of alkoxyamine homolysis by 1,3-dipolar cycloaddition of a vinyl monomer [Edeleva et al. Chem. Commun. 2019, 55, 190-193]. Polymerization can… read more here.
Keywords: dipolar cycloaddition; imidazoline oxide; oxide oxyl; tetramethyl imidazoline ... See more keywords
Silver/Segphos‐Catalyzed Asymmetric 1,3‐Dipolar Cycloaddition for the Enantioselective Synthesis of Pyrrolidine Spirooxindoles
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DOI: 10.1002/ejoc.202400757
Abstract: Enantioselective synthesis of chiral heterocyclic derivatives is an important and challenging topic in the field of synthetic chemistry. In this work, a silver‐catalyzed asymmetric 1,3‐dipolar cycloaddition of glycine iminoesters with 3‐isopropylidene‐2‐oxindoles was developed. The DTBM‐Segphos‐induced… read more here.
Keywords: enantioselective synthesis; chemistry; dipolar cycloaddition; cycloaddition ... See more keywords
Regioselective Synthesis of Mono‐ and Dispiropyrazoline Derivatives via 1,3‐dipolar Cycloaddition with Nitrilimines
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DOI: 10.1002/jhet.2684
Abstract: The 1,3-dipolar cycloaddition reaction of (E,E)-1,3-bis(arylidene)indan-2-one with diarylnitrilimines, generated in situ via dehydrohalogenation of the corresponding hydrazonoyl chlorides , affords predominantly monospiropyrazolines and as a mixture of diastereoisomers. Also dispiropyrazolines are formed in moderate yields.… read more here.
Keywords: cycloaddition; mono dispiropyrazoline; synthesis mono; dispiropyrazoline derivatives ... See more keywords
Direct Click Bonding of Dissimilar Solid Materials Based on the Catalyst-Free Huisgen 1,3-Dipolar Cycloaddition.
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DOI: 10.1002/marc.202400936
Abstract: Here, "direct click bonding" of solid materials is proposed, which is the direct bonding of solid surfaces via the formation of covalent bonds without any adhesive. The present study shows that the Cu-free Huisgen 1,3-dipolar… read more here.
Keywords: solid materials; dipolar cycloaddition; click bonding; huisgen dipolar ... See more keywords
1,3-Dipolar cycloaddition of 1-substituted 3,3,3-trifluoropropenes to ethyl cyanocarboxylate N-oxide
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DOI: 10.1007/s10593-018-2236-8
Abstract: 3,3,3-Trifluoropropene derivatives containing a sulfonyl, sulfoximine, or sulfamide substituent at position 1 were used in 1,3-dipolar cycloaddition reaction with ethyl cyanocarboxylate N-oxide generated by thermal decomposition of ethyl oximinochloroacetate, resulting in the formation of isomeric… read more here.
Keywords: cycloaddition substituted; ethyl cyanocarboxylate; cyanocarboxylate oxide; dipolar cycloaddition ... See more keywords
Synthesis of benzosuberone-tethered spirooxindoles: 1-3-dipolar cycloaddition of azomethine ylides and arylidene benzosuberones
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DOI: 10.1007/s11030-018-9901-9
Abstract: Expedient synthesis of benzosuberone-tethered spirooxindoles was accomplished by a three-component 1,3-dipolar cycloaddition reaction between azomethine ylide (generated in situ) and arylidene benzosuberone. This protocol offers good yield and wide functional group tolerance under mild reaction… read more here.
Keywords: benzosuberone tethered; tethered spirooxindoles; benzosuberone; synthesis benzosuberone ... See more keywords
Direct oxidation of Δ2-isoxazolines synthesis by metal ion-mediated diastereoface-selective 1,3-dipolar cycloaddition with “activated” DMSO
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DOI: 10.1016/j.arabjc.2012.12.008
Abstract: Abstract A series of 4-hydroxyl-Δ 2 -isoxazol-6(6a H )-one derivatives was prepared by magnesium ion-mediated diastereoface-selective 1,3-dipolar cycloaddition of aromatic nitrile oxides with pyrrolidinone derivatives. The reaction of 4-hydroxyl-Δ 2 -isoxazol-6(6a H )-one derivatives with… read more here.
Keywords: mediated diastereoface; diastereoface selective; selective dipolar; ion mediated ... See more keywords
Regio- and stereoselective synthesis of new spiro-isoxazolidines via 1,3-dipolar cycloaddition
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DOI: 10.1016/j.arabjc.2014.05.028
Abstract: Abstract New spiro-isoquinolinediones were prepared by regio- and stereoselective 1,3-dipolar cycloaddition of ( E )-4-arylidene- N -methyl-isoquinoline-1,3-dione derivatives 1a – d with C -aryl- N -phenylnitrones 2e – g . NMR studies confirmed that only… read more here.
Keywords: stereoselective synthesis; dipolar cycloaddition; new spiro; regio stereoselective ... See more keywords
1,3-Dipolar cycloaddition reaction for diastereoselective synthesis of functionalized dihydrospiro[indoline-3,2′-pyrroles]
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DOI: 10.1016/j.cclet.2016.07.016
Abstract: Abstract The BF3OEt2 catalyzed one-pot 1,3-dipolar cycloaddition reaction of benzylamines, isatins and dimethyl acetylenedicarboxylate in dry methylene dichloride afforded the functionalized dihydrospiro[indoline-3,2′-pyrroles] in moderate to good yields and with high diastereoselectivity. The reaction was accomplished… read more here.
Keywords: cycloaddition; cycloaddition reaction; dihydrospiro indoline; reaction ... See more keywords