From Bioactive Pyrrolidino[3,4-c] pyrrolidines to more Bioactive Pyrrolidino[3,4-b] pyrrolidines via Ring-Opening/ Ring-Closing Promoted by Sodium Methoxide

Belveren, Samet; LARRAÑAGA, Olatz; Poyraz, Samet; Dondas, H. Ali; Ulger, Mahmut; Şahin, Ertan; FERRÁNDİZ-SAPERAS, Marcos; Sansano, Jose M.; de Gracia Retamosa, M.; de Cozar, Abel

doi:10.1055/s-0037-1611356

Makale Tam Makale Uluslararası 2019

From Bioactive Pyrrolidino[3,4-c] pyrrolidines to more Bioactive Pyrrolidino[3,4-b] pyrrolidines via Ring-Opening/ Ring-Closing Promoted by Sodium Methoxide

Samet Belveren, Olatz LARRAÑAGA, Samet Poyraz, H. Ali Dondas, Mahmut Ulger, Ertan Şahin, Marcos FERRÁNDİZ-SAPERAS, Jose M. Sansano, M. de Gracia Retamosa, Abel de Cozar

Synthesis (Germany) Cilt 51 · Sayı 7 · ss. 1565–1577 · 01.04.2019

DOI ile aç

Özet

The process involving a rearrangement of pyrrolidino[ 3,4c] pyrrolidine to another pyrrolidino[ 3,4-b] pyrrolidine using sodium methoxide as base is fully studied. The effects of the substituents are analyzed during the ring-opening/ ring-closing sequence. Computational studies are also performed to explain the importance of susbstituents and quaternary carbons, especially when the (3-indolyl) methyl is present in the starting material. Finally, all the samples are evaluated as potential candidates for antibacterial and antimycobacterial activities.

Anahtar kelimeler

ANTIBACTERIAL AGENTS DERIVATIVES Indole antibacterials DFT calculations Rearrangement Cycloaddition AZOMETHINE YLIDES CYCLOADDITIONS

Atıf için künye

Belveren, S., LARRAÑAGA, O., Poyraz, S., Dondas, H. A., Ulger, M., Şahin, E., FERRÁNDİZ-SAPERAS, M., Sansano, J. M., de Gracia Retamosa, M., & de Cozar, A. (2019). From Bioactive Pyrrolidino[3,4-c] pyrrolidines to more Bioactive Pyrrolidino[3,4-b] pyrrolidines via Ring-Opening/ Ring-Closing Promoted by Sodium Methoxide. Synthesis (Germany), 51(7), 1565–1577. https://doi.org/10.1055/s-0037-1611356

BibTeX

@article{belveren2019-66721,
  author = {Belveren, Samet and LARRAÑAGA, Olatz and Poyraz, Samet and Dondas, H. Ali and Ulger, Mahmut and Şahin, Ertan and FERRÁNDİZ-SAPERAS, Marcos and Sansano, Jose M. and de Gracia Retamosa, M. and de Cozar, Abel},
  title = {From Bioactive Pyrrolidino[3,4-c] pyrrolidines to more Bioactive Pyrrolidino[3,4-b] pyrrolidines via Ring-Opening/ Ring-Closing Promoted by Sodium Methoxide},
  journal = {Synthesis (Germany)},
  year = {2019},
  volume = {51},
  number = {7},
  pages = {1565--1577},
  issn = {0039-7881},
  doi = {10.1055/s-0037-1611356},
  url = {https://akademik.atauni.edu.tr/yayinlar/66721-from-bioactive-pyrrolidino34-c-pyrrolidines-to-more-bioactive-pyrrolidino34-b}
}