Cycl[4.3.2]azin‐4,5‐dicarbonsäure‐diäthylester

Flitsch, Wilhelm; Müter, Bernhard

doi:10.1002/ange.19730851207

Cited by 12 publications

(2 citation statements)

References 13 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Specifically, when the medium ring is involved, the difficulty in synthesis might be further increased due to its high torsional strain, unfavorable entropic and enthalpic factors 13 – 18 , and other reasons. Previous routes for synthesizing NCPC start from α-formyl-pyrrole 19 – 22 or -pyridine 23 as raw materials involved a cumbersome multi-step strategy, and the related methods were also rare (Fig. 1c ).…”

Section: Introductionmentioning

confidence: 99%

Divergent access to 5,6,7-perifused cycles

Han,

Yang,

Gong

et al. 2023

Nat Commun

View full text Add to dashboard Cite

Nitrogen-containing heterocycles are the key components in many pharmaceuticals and functional materials. In this study, we report a transition metal-catalyzed high-order reaction sequence for synthesizing a structurally unique N-center 5,6,7-perifused cycle (NCPC). The key characteristics include the formation of a seven-membered ring by the 8π electrocyclization of various alkenes and aromatic heterocycles as π-components, in which metal carbene species are generated that further induce the cleavage of the α-C-H or -C-C bond. Specifically, the latter can react with various nucleophilic reagents containing -O, -S, -N, and -C. The stereo-controlled late-stage modification of some complicated pharmaceuticals indicates the versatility of this protocol.

show abstract

Section: Introductionmentioning

confidence: 99%

Divergent access to 5,6,7-perifused cycles

Han,

Yang,

Gong

et al. 2023

Nat Commun

View full text Add to dashboard Cite

show abstract

“…Speci cally, when the medium ring is involved, the di culty in synthesis might be further increased due to its high torsional strain, unfavorable entropic and enthalpic factors, [13][14][15][16][17][18] and other reasons. Previous routes for synthesizing NCPC start from α-formyl-pyrrole [19][20][21][22] or -pyridine 23 as raw materials involved a cumbersome multi-step strategy, and the related methods were also extremely rare (Fig. 1c).…”

Section: Introductionmentioning

confidence: 99%

Divergently Access N-center 5,6,7-Perifused Cycle

Han

Yue

et al. 2023

Preprint

View full text Add to dashboard Cite

Nitrogen-containing heterocycles are the key components in many pharmaceuticals and functional materials. In this study, we reported a transition metal-catalyzed high-order reaction sequence for synthesizing a structurally unique N-center 5,6,7-perifused cycle (NCPC). The key characteristics included the formation of a seven-membered ring by the 8π electrocyclization of various alkenes and aromatic heterocycles as π-components, in which metal carbene species generated that further induced the cleavage of the α-C-H or -C-C bond. Specifically, the latter could react with various nucleophilic reagents containing -O, -S, -N, and -C. The stereo-controlled late-stage modification of some complicated pharmaceuticals indicated the versatility of this protocol.

show abstract