Methyl isocyanide as a convertible functional group for the synthesis of spirocyclic oxindole γ-lactams via post-Ugi-4CR/transamidation/cyclization in a one-pot, three-step sequence

Amarendar Reddy Maddirala and Peter R. Andreana
Beilstein J. Org. Chem. 2018, 14, 875–883. https://doi.org/10.3762/bjoc.14.74

Supporting Information

Supporting Information File 1: 1H and 13C NMR spectroscopic data for compounds 7ak and 8aj, and X-ray crystal structure details for 7a.
Format: PDF Size: 1.2 MB Download

Cite the Following Article

Methyl isocyanide as a convertible functional group for the synthesis of spirocyclic oxindole γ-lactams via post-Ugi-4CR/transamidation/cyclization in a one-pot, three-step sequence
Amarendar Reddy Maddirala and Peter R. Andreana
Beilstein J. Org. Chem. 2018, 14, 875–883. https://doi.org/10.3762/bjoc.14.74

How to Cite

Maddirala, A. R.; Andreana, P. R. Beilstein J. Org. Chem. 2018, 14, 875–883. doi:10.3762/bjoc.14.74

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 163.7 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Wang, Z.-Y.; Liu, Z.; Wang, N.; Tong, Y. Propiolic Acids in the Synthesis of N-heterocycles. Mini-Reviews in Organic Chemistry 2023, 20, 700–707. doi:10.2174/1570193x19666220804145501
  • Fallahnezhad, M.; Ghandi, M.; Rahimi, S.; Abbasi, A. KOtBu-catalyzed protocol for the post-ugi synthesis of spiro-γ-lactam-pyrrolo[2,3-b]quinoline derivatives in one-pot. Tetrahedron 2023, 140, 133452. doi:10.1016/j.tet.2023.133452
  • Tian, X.; Zhang, Y.; Ren, W.; Wang, Y. Synthesis of functionalized 3,2′-pyrrolidinyl spirooxindoles via domino 1,6-addition/annulation reactions of para-quinone methides and 3-chlorooxindoles. Organic Chemistry Frontiers 2022, 9, 615–626. doi:10.1039/d1qo01605a
  • Seyrani, H.; Ramezanpour, S.; Vaezghaemi, A.; Kobarfard, F. A Sequential Ugi-Smiles / Transition-Metal-Free Endo-Dig Conia-ene Cyclization: The Selective Synthesis of Saccharin Substituted 2,5-dihydropyrroles. New Journal of Chemistry 2021, 45, 15647–15654. doi:10.1039/d1nj01159f
  • Alves, A. J. S.; Alves, N. G.; Soares, M. I. L.; Pinho e Melo, T. M. V. D. Strategies and methodologies for the construction of spiro-γ-lactams: an update. Organic Chemistry Frontiers 2021, 8, 3543–3593. doi:10.1039/d0qo01564d
  • Pharande, S. G. Synthesis of Lactams via Isocyanide-Based Multicomponent Reactions. Synthesis 2020, 53, 418–446. doi:10.1055/s-0040-1706297
  • Chen, C.; Wu, J.; Yan, G.; Huang, D. Recent advances of propiolic acids in organic reactions. Tetrahedron Letters 2020, 61, 151415. doi:10.1016/j.tetlet.2019.151415
Other Beilstein-Institut Open Science Activities