Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products

Scholarly Works

• Mukhopadhyay, S.; Khaitan, B.; Gandhi, S. Synthesis of tricyclic oxazinoindolones via Pd-catalyzed intramolecular addition of carboxylic acids to alkynes. Organic & biomolecular chemistry 2023, 21, 9326–9329. doi:10.1039/d3ob01672b
• Ivanov, A. V.; Bobkov, A. S.; Martynovskaya, S. V.; Budaev, A. B.; Vitkovskaya, N. M. A Short‐Cut to Substituted Fused Pyrrolo[2,1‐c][1,4]oxazines: A Hybrid Theoretical and Experimental Study. Asian Journal of Organic Chemistry 2023, 12. doi:10.1002/ajoc.202300153
• Chen, C.; Yuan, T.; Lan, P.; White, L. V.; Chen, J.; Banwell, M. G. Syntheses and Preliminary Biological Evaluations of the Dibromopyrrole‐Containing Marine Natural Products Agesasine A, Agesasine B, Longamide E and Various Congeners. European Journal of Organic Chemistry 2023, 26. doi:10.1002/ejoc.202300003
• Pedrazzani, R.; Pinosa, E.; Bertuzzi, G.; Monari, M.; Lauzon, S.; Ollevier, T.; Bandini, M. Convenient synthesis of tricyclic N(1)-C(2)-fused oxazino-indolones via [Au(I)] catalyzed hydrocarboxylation of allenes. Chemical communications (Cambridge, England) 2022, 58, 8698–8701. doi:10.1039/d2cc02303b
• TAŞDEMİR, V. Cyclization Reactions of Non-Conjugate Ynones with Propargyl Amine in the Presence of a Catalyst. Journal of the Turkish Chemical Society Section A: Chemistry 2022, 9, 553–570. doi:10.18596/jotcsa.1064488
• Dehnavi, F.; Alizadeh, S. R.; Ebrahimzadeh, M. A. Pyrrolopyrazine derivatives: synthetic approaches and biological activities. Medicinal Chemistry Research 2021, 30, 1981–2006. doi:10.1007/s00044-021-02792-9
• Ghosh, A.; Barik, S.; Barik, S.; Shee, S.; Biju, A. T. Oxidative N-heterocyclic carbene (NHC) catalysis for the rapid access to functionalized pyrrolo-oxazinones. Tetrahedron 2021, 94, 132330. doi:10.1016/j.tet.2021.132330
• Pecnard, S.; Hamze, A.; Pozzo, J.-L.; Alami, M.; Provot, O. Synthesis of Oxazino[4,3-a]indoles and biological applications. European journal of medicinal chemistry 2021, 224, 113728. doi:10.1016/j.ejmech.2021.113728
• Champciaux, B.; Raynaud, C.; Viljoen, A.; Chêne, L. P.; Thibonnet, J.; Vincent, S. P.; Kremer, L.; Thiery, E. Synthesis and biological evaluation of 3,4-dihydro-1H-[1,4] oxazepino [6,5,4-hi] indol-1-ones and 4,6-dihydrooxepino [5,4,3-cd] indol-1(3H)-ones as Mycobacterium tuberculosis inhibitors. Bioorganic & medicinal chemistry 2021, 43, 116248. doi:10.1016/j.bmc.2021.116248
• Kuzu, B.; Gül, S.; Tan, M.; Menges, N.; Balci, M. Synthesis of Indolizines by Dimerization of N-Propargylated Pyrroles via Allene Intermediates. ChemistrySelect 2021, 6, 2366–2372. doi:10.1002/slct.202100045
• Cadierno, V. Gold-Catalyzed Addition of Carboxylic Acids to Alkynes and Allenes: Valuable Tools for Organic Synthesis. Catalysts 2020, 10, 1206. doi:10.3390/catal10101206
• Balci, M. Recent advances in the synthesis of fused heterocycles with new skeletons via alkyne cyclization. Tetrahedron Letters 2020, 61, 151994. doi:10.1016/j.tetlet.2020.151994
• Vitkovskaya, N. M.; Bobkov, A. S.; Kuznetsova, S. V.; Shcherbakova, V. S.; Ivanov, A. V. Base‐Promoted Formation of an Annelated Pyrrolo‐1,4‐oxazine Ensemble from 1H‐pyrrol‐2‐ylmethanol and Propargyl Chloride: A Theoretical and Experimental Study. ChemPlusChem 2019, 85, 88–100. doi:10.1002/cplu.201900407
• Habert, L.; Sallio, R.; Durandetti, M.; Gosmini, C.; Gillaizeau, I. Zinc Chloride Mediated Synthesis of 3H‐Oxazol‐2‐one and Pyrrolo‐oxazin‐1‐one from Ynamide. European Journal of Organic Chemistry 2019, 2019, 5175–5179. doi:10.1002/ejoc.201900428
• Sari, O.; Seybek, A. F.; Kaya, S.; Menges, N.; Erdem, S. S.; Balci, M. Mechanistic Insights into the Reaction of N‐Propargylated Pyrrole‐ and Indole‐Carbaldehyde with Ammonia, Alkyl Amines, and Branched Amines: A Synthetic and Theoretical Investigation. European Journal of Organic Chemistry 2019, 2019, 5261–5274. doi:10.1002/ejoc.201900084
• Taşdemir, V.; Kuzu, B.; Tan, M.; Genç, H.; Menges, N. Copper-Catalyzed Synthesis of Fused Imidazopyrazine N-Oxide Skeletons. Synlett 2019, 30, 307–310. doi:10.1055/s-0037-1610859
• Aslanoglu, F.; Basceken, S.; Balci, M. Synthesis of pyrrolo-pyrrolo-pyrazines via the Pd/C-catalyzed cyclization of N-propargyl pyrrolinyl-pyrrole derivatives. Tetrahedron Letters 2019, 60, 449–451. doi:10.1016/j.tetlet.2019.01.004
• Hammoud, S.; Anselmi, E.; Cherry, K.; Kizirian, J.-C.; Thibonnet, J. Synthesis and Reactivity of Oxazinoindolones via Regioselective 6-exo-dig Iodolactonization. European Journal of Organic Chemistry 2018, 2018, 6314–6327. doi:10.1002/ejoc.201801167
• Baskın, D.; Çetinkaya, Y.; Balci, M. Synthesis of dipyrrolo-diazepine derivatives via intramolecular alkyne cyclization. Tetrahedron 2018, 74, 4062–4070. doi:10.1016/j.tet.2018.06.013
• Vessally, E.; Hosseinian, A.; Edjlali, L.; Babazadeh, M.; Hosseinzadeh-Khanmiri, R. New Strategy for the Synthesis of Morpholine Cores: Synthesis from N-Propargylamines. Iranian Journal of Chemistry & Chemical Engineering-international English Edition 2017, 36, 1–13.

Explore citations to this article at