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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: The palladium(0)-catalyzed cross-coupling reaction of alkynylstannanes with 2-bromoanilines or 2-trifloxyanilines results in the formation of 2-alkynylanilines.
Abstract: The palladium(0)-catalyzed cross-coupling reaction of alkynylstannanes with 2-bromoanilines or 2-trifloxyanilines results in the formation of 2-alkynylanilines. The coupling reaction tolerates substituents on the anilines, including ester, ether, chloro, and trifloxy groups. A palladium(II)-catalyzed intramolecular cyclization provides 2-substituted indoles. The cyclization proceeds without the need to reoxidize the metal and is most efficient with aliphatic substituents on the alkynyl terminus.

145 citations

Journal ArticleDOI
TL;DR: In this paper, a two-stage, one-flask operation using NaBH4/2-propanol, then acetic acid was used to convert phthalimides to primary amines.

144 citations

Journal ArticleDOI
TL;DR: In this paper, the reaction of 2-allylanilines with CO/H2 using the catalytic system Pd(OAc)2/PPh3, while use of 1,4-bis(diphenylphosphino)butane instead of PPh3 in the latter process results in the formation of the seven-membered ring lactams benzazepinones in good yield.
Abstract: 2-Allylphenols react with carbon monoxide and hydrogen in the presence of catalytic quantities of a cationic palladium(II) complex [(PCy3)2Pd(H)(H2O)]+BF4- or palladium acetate and 1,4-bis(diphenylphosphino)butane, affording five- or seven-membered ring lactones (bicyclic, tricyclic, and pentacyclic) as the principal products, often in excellent yields. Use of 2-aminostyrenes as reactants and catalytic quantities of palladium acetate and tricyclohexylphosphine, affords five-membered ring lactams in high yield and selectivity. Bicyclic and tricyclic heterocycles containing six-membered ring lactams can be synthesized from the reaction of 2-allylanilines with CO/H2 using the catalytic system Pd(OAc)2/PPh3, while use of 1,4-bis(diphenylphosphino)butane instead of PPh3 in the latter process results in the formation of the seven-membered lactams benzazepinones in good yield. The regiochemical control depends on the nature of the palladium catalyst, the relative pressures of the gases, and the solvent.

143 citations

Journal ArticleDOI
TL;DR: Gene-inactivation studies point to the involvement of OxyB in catalyzing the first oxidative phenol coupling reaction during glycopeptide antibiotic biosynthesis, and OxyB exhibits the typical P450-fold.

143 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
2023206
2022476
2021237
2020259
2019304
2018283