Eight-membered Rings with One Nitrogen Atom

Sutharchanadevi, Murugan

doi:10.1016/b978-008096518-5.00226-4

Cited by 3 publications

(2 citation statements)

References 174 publications

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“…In contrast to the bicyclic azocine 9, this new compound was shown by NMR in various solvents (CDCl 3 , CD 3 OD, DMSO-d 6 ) to be a 6:4 mixture of two conformers. Indeed, two singlets for the signal of H-2 at 7.77 and 7.90 ppm were observed while the 13 It is well known 25 that the azocine ring possesses mostly a crown conformation, but there are also boatchair, chair-chair, and boat-boat conformations. In particular, this was not found in the related bicyclic derivative 9 which combines a tetrahydoazocine core and a fused five-membered oxazolidine ring, assigning a conformationally restricted framework.…”

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confidence: 98%

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Chiral Nonracemic Synthesis and Reactivity of Two New Endocyclic Enamines in the Phenyloxazolopiperidine Series

et al. 2000

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mentioning

confidence: 98%

“…It is well known that the azocine ring possesses mostly a crown conformation, but there are also boat-chair, chair-chair, and boat-boat conformations. In particular, this was not found in the related bicyclic derivative 9 which combines a tetrahydoazocine core and a fused five-membered oxazolidine ring, assigning a conformationally restricted framework.…”

mentioning

confidence: 99%

Chiral Nonracemic Synthesis and Reactivity of Two New Endocyclic Enamines in the Phenyloxazolopiperidine Series

et al. 2000

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Beckmann Rearrangements and Fragmentations in Organic Synthesis

Holth¹,

Hutt²,

Georg³

2015

Molecular Rearrangements in Organic Synthesis

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Synthesis of 2,3‐Dihydro‐4‐pyridones, 4‐Quinolones, and 2,3‐Dihydro‐4‐azocinones by Visible‐Light Photocatalytic Aerobic Dehydrogenation

et al. 2019

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The synthesis of 2,3‐dihydro‐4‐pyridones and 4‐quinolones was realized by visible‐light mediated photoredox‐catalyzed aerobic dehydrogenation of 4‐piperidones and 2,3‐dihydro‐4‐quinolones. This method enables the synthesis of cyclic enaminones in up to 89 % yield under mild and eco‐friendly conditions and with a high tolerance of functional groups using oxygen as an inexpensive terminal oxidant and rhodamine 6G as a readily available organic photocatalyst. The process can be extended to access 2,3‐dihydro‐4‐azocinones in up to 62 % yield via a [2+2] cycloaddition/ring‐expansion sequence in a telescoping one‐pot reaction. Hence, a protocol for the synthesis of three different types of N‐heterocycles was developed on the same general transformation.

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Eight-membered Rings with One Nitrogen Atom

Cited by 3 publications

References 174 publications

Chiral Nonracemic Synthesis and Reactivity of Two New Endocyclic Enamines in the Phenyloxazolopiperidine Series

Chiral Nonracemic Synthesis and Reactivity of Two New Endocyclic Enamines in the Phenyloxazolopiperidine Series

Beckmann Rearrangements and Fragmentations in Organic Synthesis

Synthesis of 2,3‐Dihydro‐4‐pyridones, 4‐Quinolones, and 2,3‐Dihydro‐4‐azocinones by Visible‐Light Photocatalytic Aerobic Dehydrogenation

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