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Bicyclic molecule

About: Bicyclic molecule is a research topic. Over the lifetime, 29587 publications have been published within this topic receiving 451252 citations. The topic is also known as: bicyclic molecule.


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Journal ArticleDOI
TL;DR: A general method for the formation of fused dihydroazepine derivatives from 1-sulfonyl-1,2,3-triazoles bearing a tethered diene is reported, which involves an intramolecular cyclopropanation of an α-imino rhodium(II) carbenoid leading to a transient 1-IMino-2-vinylcyclopropane intermediate.
Abstract: A general method for the formation of fused dihydroazepine derivatives from 1-sulfonyl-1,2,3-triazoles bearing a tethered diene is reported. The process involves an intramolecular cyclopropanation of an α-imino rhodium(II) carbenoid, leading to a transient 1-imino-2-vinylcyclopropane intermediate which rapidly undergoes a 1-aza-Cope rearrangement to generate fused dihydroazepine derivatives in moderate to excellent yields. The reaction proceeds with similar efficiency on gram scale. The use of catalyst-free conditions leads to the formation of a novel [4.4.0] bicyclic heterocycle.

118 citations

Journal ArticleDOI
TL;DR: Careful screening of nitrile components revealed that a C[triple chemical bond]C triple bond or heteroatom substituents, such as methoxy and methylthio groups, proved to act as the coordinating groups, whereas C==C or C==O double bonds and amino groups failed to promote cycloaddition.
Abstract: In the presence of a catalytic amount of [Cp*RuCl(cod)] (Cp*=pentamethylcyclopentadienyl, cod=1,5-cyclooctadiene), 1,6-diynes were allowed to react chemo- and regioselectively with nitriles bearing a coordinating group, such as dicyanides or alpha-halonitriles, at ambient temperature to afford bicyclic pyridines Careful screening of nitrile components revealed that a C[triple chemical bond]C triple bond or heteroatom substituents, such as methoxy and methylthio groups, proved to act as the coordinating groups, whereas C==C or C==O double bonds and amino groups failed to promote cycloaddition This suggests that coordinating groups with multiple pi-bonds or lone pairs are essential for the nitrile components

118 citations

Journal ArticleDOI
TL;DR: In this paper, the cyclisation par l'acetate de manganese III de cetoacides ou d'alcoxycarbonylacides en γ-lactones is described.
Abstract: Etude de la cyclisation par l'acetate de manganese III de cetoacides ou d'alcoxycarbonylacides en γ-lactones: par exemple cyclisation de l'acide cyclohexene-2 acetylacetique en perhydro cyclopenta [cd] benzofurannone-2; application au malonate de cyclohexene-2yle a l'acide methyl-7 oxo-3 octene-6oique, a l'acide β-oxo cyclohexene-3 propionique et a l'acide cyclopentene-2 acetylacetique (obtention de perhydro furo [4,3,2-cd] benzofurannedione, d'oxatricyclododecanedione, de perhydro cyclopenta [c] furannedione-1,6, de perhydro indeno [1,6-bc] furannedione-2,3 et de perhydro indeno [2,1-b:6,1-b'-c'] difurannedione

118 citations

Patent
08 Nov 1999
TL;DR: In this paper, the authors defined compounds of formula (I) for the treatment of a neoplastic disease, such as a tumor disease, of retinopathy and age-related macular degeneration.
Abstract: Described are compounds of formula (I), wherein W is O or S; X is NR8; Y is CR9R10-(CH2)n wherein R9 and R10 are independently of each other hydrogen or lower alkyl, and n is an integer of from and including 0 to and including 3; or Y is SO2; R1 is aryl; R2 is a mono- or bicyclic heteroaryl group comprising one or more ring nitrogen atoms with the exception that R2 cannot represent 2-phthalimidyl, and in case of Y = SO2 cannot represent 2,1,3-benzothiadiazol-4-yl; any of R3, R4, R5 and R6, independently of the other, is H or a substituent other than hydrogen; and R7 and R8, independently of each other, are H or lower alkyl; or a N-oxide or a pharmaceutically acceptable salt thereof for the preparation of a pharmaceutical product for the treatment of a neoplastic disease which responds to an inhibition of the VEGF receptor tyrosine kinase activity. The compounds of formula (I) can be used for the treatment e.g. of a neoplastic disease, such as a tumor disease, of retinopathy and age-related macular degeneration.

118 citations

Journal ArticleDOI
TL;DR: The reactions of phenylboronic acid or dinethylthexyboronic ester with iminodiacetic-or N -methyliminodiacetate acids lead to high yield to the air-stable bicyclic esters.

118 citations


Network Information
Related Topics (5)
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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
2023206
2022476
2021237
2020259
2019304
2018283