Synthesis of cyclohexane derivatives including Br, Cl, N, O, and S at 1,2,4,5-positions: selectivity in addition reactions
Özet
Brominations of mono addition products of 1,4-cyclohexadiene with 2,4-dinitrobenzenesulfenyl chloride (RSCI) selectively gave 1R(S),2R(S),4R(S),5R(S)-4,5-dibromo-2-(2,4-dinitrophenylthio)cyclohexyl acetate and 1R(S),2R(S),4R(S),5R(S)-4,5-dibromo-2-chlorocyclohexyl)(2,4-dinitrophenylthio)sulfane. From series reactions 7-oxabicyclo[4.1.0]hept-3-ene with reagents, such as RSCl, NaN3, and H2SO4/Ac2O, six 1,2,4,5-tetrasubstituted cyclohexane derivatives including S, O, N, Cl, and Br were selectively obtained. Formations and structures of the products were discussed. (C) 2013 Elsevier Ltd. All rights reserved.
Atıf için künye
KAYA, A. A., MENZEK, A., & Şahin, E. (2014). Synthesis of cyclohexane derivatives including Br, Cl, N, O, and S at 1,2,4,5-positions: selectivity in addition reactions. TETRAHEDRON, 70(1), 83–91. https://doi.org/10.1016/j.tet.2013.11.027
BibTeX
@article{kaya2014-66589,
author = {KAYA, Afsin Ahmet and MENZEK, Abdullah and Şahin, Ertan},
title = {Synthesis of cyclohexane derivatives including Br, Cl, N, O, and S at 1,2,4,5-positions: selectivity in addition reactions},
journal = {TETRAHEDRON},
year = {2014},
volume = {70},
number = {1},
pages = {83--91},
issn = {0040-4020},
doi = {10.1016/j.tet.2013.11.027},
url = {https://akademik.atauni.edu.tr/yayinlar/66589-synthesis-of-cyclohexane-derivatives-including-br-cl-n-o-and-s-at-1245-positions}
}