Cycloadditions in synthesis

Dell, C. P.

doi:10.1039/a803583k

Cited by 114 publications

(54 citation statements)

References 459 publications

(286 reference statements)

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“…[14][15][16][17][18][19][20] Coordination chemistry of quinones is also quite rich from the perspective of designing magnetic materials 21 and understanding photophysical properties. 22 The studies of quinonoid compounds have focused on a broad spectrum of topics viz occurrence in nature, 2 syntheses, 23 cycloaddition reactions, 24 photochemistry and pulse radiolysis, 1,25,26 computational chemistry, etc. 27 The copiousness of articles describing the aforementioned multi-functional aspects serves as a grand testimonial to the contemporary interest in quinone chemistry.…”

Section: Introductionmentioning

confidence: 99%

Recent advances in 1,4-benzoquinone chemistry

Abraham¹,

Joshi²,

Pardasani³

et al. 2011

J. Braz. Chem. Soc.

170

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As 1,4-benzoquinonas são encontradas em toda a natureza, podendo ser sintetizadas por diversas estratégias. Esta revisão apresenta os desenvolvimentos recentes das metodologias de síntese, das reações de ciclo adição, da química computacional e dos estudos de pulso radiolítico. Destaca ainda a sua significância química e biológica e de seus compostos derivados.1,4-Benzoquinones are ubiquitous in nature and can be synthesized by diverse strategies. Recent developments on their synthetic methodologies, cycloaddition reactions, computational chemistry and pulse radiolytic studies are reported in this review. Their chemical and biological significance as well as their derivates' are also covered.

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Section: Introductionmentioning

confidence: 99%

Recent advances in 1,4-benzoquinone chemistry

Abraham¹,

Joshi²,

Pardasani³

et al. 2011

J. Braz. Chem. Soc.

170

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“…They react in [3 + 2] dipolar cycloadditions with carious dipolarophiles to construct functionalized isoxazolidines, which are useful intermediates in organic synthesis (Dell, 1998). As part of our studies in this area, we report herein the synthesis and crystal structure of the title compound (Fig.…”

Section: Structure Descriptionmentioning

confidence: 99%

(Z)-1-(1,3-Diphenyl-1H-pyrazol-4-yl)-N-phenylmethanimineN-oxide

Mohamed¹,

Mague²,

Akkurt³

et al. 2018

IUCr Data

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Nitrones have various uses including as spin-trap reagents (Villamena et al., 2007) and therapeutic agents (Piperno et al., 2010). They react in [3 + 2] dipolar cycloadditions with carious dipolarophiles to construct functionalized isoxazolidines, which are useful intermediates in organic synthesis (Dell, 1998). As part of our studies in this area, we report herein the synthesis and crystal structure of the title compound (Fig. 1).The dihedral angle between the pyrazole and the C4-C9 rings is 41.27 (6) ; those between the pyrazole and the C11-C16 and C17-C22 rings are, respectively, 32.57 (6) and 20.93 (6) .In the crystal, zigzag chains along the c-axis direction are generated by C6-H6Á Á ÁO1 and C7-H7Á Á ÁO1 hydrogen bonds (Table 1 and Figs. 2 and 3). These are connected into layers parallel to the ac plane by C5-H5Á Á ÁO1 hydrogen bonds, three C-HÁ Á Á (ring) interactions (Table 1) and offset -stacking interactions between inversion-related C17-C22 rings [centroid-centroid distance = 3.6187 (8) Å ] (Figs. 2 and 3).

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“…Of these, [2+2] photocycloadditions are especially important for the generation of highly strained cyclobutanes [5,6]. These structures are often used in the total synthesis of biologically active compounds [7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Diastereoselective [2+2] Photocycloaddition of a Chiral Cyclohexenone with Ethylene in a Continuous Flow Microcapillary Reactor

et al. 2012

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The diastereoselective [2+2] photocycloaddition of ethylene to a chiral cyclohexenone was studied in a continuous flow microcapillary reactor. In all cases examined, the microcapillary reactor gave higher conversions and selectivity than the batch system, even after shorter irradiation times. These findings were explained by the superior temperature control, favorable light penetration, and generation of a gas-liquid slug flow with improved mass transfer in the microreactor.

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Cycloadditions in synthesis

Cited by 114 publications

References 459 publications

Recent advances in 1,4-benzoquinone chemistry

Recent advances in 1,4-benzoquinone chemistry

(Z)-1-(1,3-Diphenyl-1H-pyrazol-4-yl)-N-phenylmethanimineN-oxide

Diastereoselective [2+2] Photocycloaddition of a Chiral Cyclohexenone with Ethylene in a Continuous Flow Microcapillary Reactor

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