POLYSUBSTITUTED FUSED RING BICYCLIC THIOHYDANTOINS FROM AMINOCARBO-N-THIOYLPYRROLIDINES DERIVED FROM AZOMETHINE YLIDE 1,3-DIPOLAR CYCLOADDITIONS
Özet
Highly substituted bicyclic thiohydantoins fused to pyrrolidines were prepared from aminocarbo-N-thioylpyrrolidines derived from alpha-amino acid esters via imine azomethine ylide 1,3-dipolar cycloadditions and subsequent reaction with aroylisothiocyanates. Aminocarbo-N-thioylpyrrolidines efficiently undergo cyclisation in the presence of sodium methoxide to form bicyclic N-substituted thiohydantoins with concomitant cleavage of the N-acyl group in good to excellent yield. And also some interesting both regiospecific and stereospecific rearrangement to the bicyclic fused thiocarbamoil pyrrolidine and bicyclic thiohydantoin were observed.
Atıf için künye
NURAL, Y., DÖNDAŞ, H. A., Grigg, R., & Şahin, E. (2011). POLYSUBSTITUTED FUSED RING BICYCLIC THIOHYDANTOINS FROM AMINOCARBO-N-THIOYLPYRROLIDINES DERIVED FROM AZOMETHINE YLIDE 1,3-DIPOLAR CYCLOADDITIONS. HETEROCYCLES, 83(9), 2091–2114. https://doi.org/10.3987/com-11-12276
BibTeX
@article{nural2011-66794,
author = {NURAL, YAHYA and DÖNDAŞ, HACI ALİ and Grigg, Ronald and Şahin, Ertan},
title = {POLYSUBSTITUTED FUSED RING BICYCLIC THIOHYDANTOINS FROM AMINOCARBO-N-THIOYLPYRROLIDINES DERIVED FROM AZOMETHINE YLIDE 1,3-DIPOLAR CYCLOADDITIONS},
journal = {HETEROCYCLES},
year = {2011},
volume = {83},
number = {9},
pages = {2091--2114},
issn = {0385-5414},
doi = {10.3987/com-11-12276},
url = {https://akademik.atauni.edu.tr/yayinlar/66794-polysubstituted-fused-ring-bicyclic-thiohydantoins-from-aminocarbo-n}
}