Synfacts, Год журнала: 2022, Номер 18(06), С. 0608 - 0608
Опубликована: Май 17, 2022
Key words naphthyridinones - cyclization enynes iodoanilines palladium catalysis
Язык: Английский
Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(32), С. 6363 - 6367
Опубликована: Янв. 1, 2022
A cascade reaction of enynones with enaminones via cyclative coupling to engineer diverse multisubstituted furans and furano-pyrrole bisheterocycles is described proposed involve carbene insertion C–C migrations deliver a totally rearranged product.
Язык: Английский
Процитировано
10
Chemistry - A European Journal, Год журнала: 2023, Номер 30(7)
Опубликована: Ноя. 6, 2023
Reaching the formidable C-H corners has been one of top priorities organic chemists in recent past. This prompted us to disclose herein a vicinal annulation 2-iodo benzoates, indoles, and carbazoles with N-embedded 1,6-enynes through 7-/8-membered palladacycles. The relay does not require assistance any directing group, leading multicyclic scaffolds, which are readily diversified an array adducts (with new functional tethers and/or three contiguous stereocenters), we showcase rare benzylic mono-oxygenation.
Язык: Английский
Процитировано
3
Chemical Communications, Год журнала: 2023, Номер 59(55), С. 8600 - 8603
Опубликована: Янв. 1, 2023
A base-mediated unexpected aminative carbo-cyclization of cyano-enynyl esters, generated from Morita-Baylis-Hillman (MBH) acetates propiolaldehydes, with secondary-amines is described. This metal-free reaction allows the synthesis a unique cyclopentenone bearing an exocyclic double bond (cyano-olefin) high E-selectivity in good yields. The synthetic potential this annulation was further exemplified by derivatization bioactive molecules, scale-up and transformations obtained cyclopentenone.
Язык: Английский
Процитировано
1
ChemistrySelect, Год журнала: 2024, Номер 9(41)
Опубликована: Окт. 29, 2024
Abstract A tandem oxidative reaction of pyridinones and 1,3‐diarylpropenes is disclosed. The undergoes coupling mediated by 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ), subsequent intramolecular cyclization dehydro‐aromatization catalyzed Cu(OTf) 2 /bis( tert‐ butyl)peroxide (DTBP). series 1,6‐naphthyridones are obtained in moderate to excellent yields.
Язык: Английский
Процитировано
0
Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
A Pd-catalyzed, regio- and diastereoselective cascade reaction of biphenyl amines with 1,6-enynes via non-rollover cyclometallation has been described for the synthesis benzoisoindolinone derivatives.
Язык: Английский
Процитировано
0
Acta Scientific Pharmaceutical Sciences, Год журнала: 2023, Номер unknown, С. 37 - 47
Опубликована: Июнь 1, 2023
The mechanism is investigated for Pd-catalyzed carbo-aminative cyclization of 1,6-enyne with 2-iodoaniline.The regioselective addition Pd-inserted 2-iodoaniline across alkyne and intermolecular insertion olefin leads to alkyne-to-alkene adducts.After isomerization, a pallado intermediate obtained upon aza-conjugate addition.The β-hydride eliminated the help Pd.The oxidative aromatization promoted by carbonate ion makes oxidation level consistent desired product.The regioselectivity 6-endo-trig determined through superiority over other two modes in Heck-type intramolecular coupling.The promotion active Pd(0) lies barrier decrease rate-limiting isomerization especially elimination.These results are supported Multiwfn analysis on FMO specific TSs MBO value vital bonding, breaking.
Язык: Английский
Процитировано
0
Synfacts, Год журнала: 2022, Номер 18(06), С. 0608 - 0608
Опубликована: Май 17, 2022
Key words naphthyridinones - cyclization enynes iodoanilines palladium catalysis
Язык: Английский
Процитировано
0