scispace - formally typeset
Search or ask a question
Topic

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.


Papers
More filters
Patent
10 Feb 1997
TL;DR: In this article, the quinazoline derivatives of formula (I) were introduced and processes for their preparation, pharmaceutical compositions containing them and the use of their receptor tyrosine kinase inhibitory properties in the treatment of proliferative disease such as cancer.
Abstract: The invention concerns quinazoline derivatives of formula (I), wherein X1 is a direct link or a group such as CO, C(R2)2 and CH(OR2); wherein Q1 is phenyl, naphthyl or a 5- or 6-membered heteroaryl moiety and Q1 optionally bears up to 3 substituents; wherein m is 1 or 2 and each R1 may be a group such as hydrogen, halogeno and trifluoromethyl; and wherein Q2 may be phenyl or a 9- or 10-membered bicyclic heterocyclic moiety and Q2 optionally bears up to 3 substituents; or a pharmaceutically acceptable salt thereof; processes for their preparation, pharmaceutical compositions containing them and the use of their receptor tyrosine kinase inhibitory properties in the treatment of proliferative disease such as cancer.

225 citations

Journal ArticleDOI
TL;DR: The transition-metal-catalyzed intramolecular cycloisomerization of propargylic carboxylates provides functionalized bicyclo[n.1.0]enol esters in a very diastereoselective manner and, depending on the structure, with partial or complete transfer of chirality from enantiomerically pure precursors.
Abstract: The transition-metal-catalyzed intramolecular cycloisomerization of propargylic carboxylates provides functionalized bicyclo[n.1.0]enol esters in a very diastereoselective manner and, depending on the structure, with partial or complete transfer of chirality from enantiomerically pure precursors. The subsequent methanolysis gives bicyclo[n.1.0] ketones, hence resulting in a very efficient two-step protocol for the syntheses of α,β-unsaturated cyclopropyl ketones, key intermediates for the preparation of natural products. The results from mechanistic computational studies suggest that they probably proceed through cyclopropyl metallocarbenoids, formed by endo-cyclopropanation, that undergo a 1,2-acyl migration. Finally, the potential of the intermolecular reaction and the related pentannulation of propargylic esters bearing pendant aromatic rings are also discussed.

223 citations

Journal ArticleDOI
TL;DR: A highly efficient gold-catalyzed cycloisomerization reaction of bis-homopropargylic diols is described, leading to original strained dioxabicyclo in good to excellent yields.
Abstract: A highly efficient gold-catalyzed cycloisomerization reaction of bis-homopropargylic diols is described. The cyclizations are conducted in the presence of either AuI or AuIII catalysts in MeOH at room temperature in a very short time. The reaction conditions are compatible with functional groups, such as n-butyl, phenyl, allyl, benzyl, and alcohol groups, leading to original strained dioxabicyclo[2.2.1], -[2.2.2], or -[3.2.1] ketals in good to excellent yields.

222 citations

Journal ArticleDOI
TL;DR: Successive perhydrogenation and perdehydrogenization of 2,6-dimethyl-1,5-naphthryridine using a single iridium complex proceed with the reversible interconversion of the catalytic species, depending on the presence or absence of H2.
Abstract: Homogeneous perdehydrogenation of saturated bicyclic 2,6-dimethyldecahydro-1,5-naphthyridine and perhydrogenation of aromatic 2,6-dimethyl-1,5-naphthyridine with release and uptake of five molecules of H2 are efficiently achieved by iridium complexes bearing a functional bipyridonate ligand. Successive perhydrogenation and perdehydrogenation of 2,6-dimethyl-1,5-naphthryridine using a single iridium complex also proceed with the reversible interconversion of the catalytic species, depending on the presence or absence of H2.

222 citations

Journal ArticleDOI
TL;DR: The preorganized, macrobicyclic azaphane exhibits remarkable strong, selective fluoride binding comparable to the most effective bis(tren) cryptands despite binding anions via only three NH groups coupled with three CH hydrogen bond donors.
Abstract: The preorganized, macrobicyclic azaphane (1) exhibits remarkable strong, selective fluoride binding comparable to the most effective bis(tren) cryptands despite binding anions via only three NH groups coupled with three CH hydrogen bond donors. The lower intrinsic affinity of CH donors is compensated by the high degree of preorganization exhibited by azacyclophane 1. Compound 1 is prepared via a tripod−tripod cyclization reaction between 1,3,5-tris-bromomethyl-benzene and an aliphatic tripodal hexatosylated polyamine, followed by the reduction of the resulting bicyclic tosylamine. The crystal structures of the bicyclic tosylamine 2 and four macrobicyclic polyammonium halide salts of 1 are reported. X-ray studies revealed the formation of inclusive 1:1 complexes of 1 with fluoride, chloride, bromide, and iodide. Potentiometric titrations showed very high binding constants for fluoride and chloride with a F-/Cl- selectivity of more than five logarithmic units. The final geometry of the anion cryptates is la...

221 citations


Network Information
Related Topics (5)
Aryl
95.6K papers, 1.3M citations
97% related
Cycloaddition
39.9K papers, 728.7K citations
96% related
Enantioselective synthesis
58.1K papers, 1.6M citations
95% related
Intramolecular force
41.6K papers, 772.2K citations
94% related
Alkyl
223.5K papers, 2M citations
93% related
Performance
Metrics
No. of papers in the topic in previous years
YearPapers
2023206
2022476
2021237
2020259
2019304
2018283