[3+2]-Cycloadditions of N-Cyano Sulfoximines with 1,3-Dipoles
Krauskopf, F., Truong, K.-N., Rissanen, K., & Bolm, C. (2020). [3+2]-Cycloadditions of N-Cyano Sulfoximines with 1,3-Dipoles. European Journal of Organic Chemistry, 20(18), 2761-2765. https://doi.org/10.1002/ejoc.202000335
Julkaistu sarjassa
European Journal of Organic ChemistryPäivämäärä
2020Tekijänoikeudet
© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
Involving the cyano group of N‐cyano sulfoximines in [3+2]‐cycloaddition reactions with 1,3‐dipoles provides practical routes for the construction of 5‐membered heterocycles bearing sulfoximinoyl moieties. An ytterbium‐catalyzed cycloaddition utilizing hydrazonoyl chlorides was developed, as well as a reaction involving imidoyl chlorides proceeding without the aid of a catalyst. Following these protocols, a range of sulfoximines with N‐1,2,4‐triazolyl and N‐1,2,4‐oxadiazolyl substituents was prepared.
Julkaisija
Wiley-VCH VerlagISSN Hae Julkaisufoorumista
1434-193XAsiasanat
Julkaisu tutkimustietojärjestelmässä
https://converis.jyu.fi/converis/portal/detail/Publication/35119908
Metadata
Näytä kaikki kuvailutiedotKokoelmat
Lisätietoja rahoituksesta
We are grateful to the Alexander von Humboldt Foundation for support of K.R. (AvH research award) and thank S. Huda, A. Krohmer, and F. Brosge (all RWTH Aachen University) for their practical work and assistance in preparing starting materialsLisenssi
Samankaltainen aineisto
Näytetään aineistoja, joilla on samankaltainen nimeke tai asiasanat.
-
[3 + 2] Cycloadditions in Asymmetric Synthesis of Spirooxindole Hybrids Linked to Triazole and Ferrocene Units : X-ray Crystal Structure and MEDT Study of the Reaction Mechanism
Al-Rasheed, Hessa H.; Al-Majid, Abdullah Mohammed; Ali, M.; Haukka, Matti; Ramadan, Sherif; Soliman, Saied M.; El-Faham, Ayman; Domingo, Luis R.; Barakat, Assem (MDPI, 2022)Derivatization of spirooxindole having triazole and ferrocene units was achieved by the [3 + 2] cycloaddition (32CA) reaction approach. Reacting the respective azomethine ylide (AY) intermediate generated in situ with the ... -
Synthesis and X-ray Structure Analysis of the Polymeric [Ag2(4-Amino-4H-1,2,4-triazole)2(NO3)]n(NO3)n Adduct : Anticancer, and Antimicrobial Applications
El-Naggar, Mostafa A.; Al-Rasheed, Hessa H.; AL-khamis, Sarah A.; El-Faham, Ayman; Abu-Youssef, Morsy A. M.; Haukka, Matti; Barakat, Assem; Sharaf, Mona M.; Soliman, Saied M. (MDPI AG, 2023)A new Ag(I) adduct was synthesized by the reaction of 4-amino-4H-1,2,4-triazole (L) with AgNO3. Its chemical structure was approved to be [Ag2(L)2(NO3)]n(NO3)n utilizing elemental analysis, FTIR spectra, and single crystal ... -
Base-Controlled Regiospecific Mono-Benzylation/Allylation and Diallylation of 4-Aryl-5-indolyl-1,2,4-triazole-3-thione : Thio-Aza Allyl Rearrangement
Salama, Eid E.; Youssef, Mohamed F.; Boraei, Ahmed T., A.; Haukka, Matti; Soliman, Saied M.; Barakat, Assem; Sarhan, Ahmed A. M. (MDPI AG, 2023)The regiospecific S-benzylation/allylation of two 4-aryl-5-indolyl-1,2,4-triazole-3-thione precursors was carried out using Et3N as a base. Allyl group migration from exocyclic sulfur to the triazole nitrogen (N3) was ... -
Design, Construction, and Characterization of a New Regioisomer and Diastereomer Material Based on the Spirooxindole Scaffold Incorporating a Sulphone Function
Al-Majid, Abdullah M.; Soliman, Saied M.; Haukka, Matti; Ali, M.; Islam, Mohammad S.; Shaik, Mohammed R.; Barakat, Assem (MDPI, 2020)The 1,3-dipolar cycloaddition reaction is one of the most rapid, and efficient protocols to access, and construct highly divergent heterocycle chiral auxiliaries. Free catalyst synthesis of spirooxindole scaffold incorporating ... -
N-(2,3,5,6-Tetrafluoropyridyl)sulfoximines : synthesis, X-ray crystallography, and halogen bonding
Schumacher, Christian; Fergen, Hannah; Puttreddy, Rakesh; Truong, Khai-Nghi; Rinesch, Torsten; Rissanen, Kari; Bolm, Carsten (Royal Society of Chemistry, 2020)In the presence of KOH, NH-sulfoximines react with pentafluoropyridine to give N-(tetrafluoropyridyl)sulfoximines (NTFP-sulfoximines) in moderate to excellent yields. Either a solution-based or a superior solvent-free ...
Ellei toisin mainittu, julkisesti saatavilla olevia JYX-metatietoja (poislukien tiivistelmät) saa vapaasti uudelleenkäyttää CC0-lisenssillä.