Concise syntheses of 2-aminoindans via indan-2-ol
Özet
2-Amino-5,6-dimethoxyindan hydrochloride was synthesized in seven steps and with an overall yield of 48%. Indan-2-ol was converted to 5,6-dibromo-indan-2-ol in three steps by acetylation, electrophilic bromination and deacetylation. Dimethoxylation of 5,6-dibromoindan-2-ol with NaOCH3 in the presence of CuI gave 5,6-dimethoxy-indan-2-ol, which was converted to 2-amino-5,6-dimethoxyindan hydrochloride by azidation, followed by Pd-C catalyzed hydrogenation. Similarly, 2-amino-5-bromoindan was synthesized in five steps and with an overall yield of 50%. Indan-2-ol was converted to 2-aminoindan by azidation followed by Pd-C catalyzed hydrogenation. The reaction of 2-aminoindan with 2.5 equiv Br-2 afforded 2-amino-5,6-dibromoindan. (c) 2005 Elsevier Ltd. All rights reserved.
Anahtar kelimeler
Atıf için künye
Göksu, S., & Seçen, H. (2005). Concise syntheses of 2-aminoindans via indan-2-ol. TETRAHEDRON, 61(28), 6801–6807. https://doi.org/10.1016/j.tet.2005.04.069
BibTeX
@article{goksu2005-71402,
author = {Göksu, Süleyman and Seçen, Hasan},
title = {Concise syntheses of 2-aminoindans via indan-2-ol},
journal = {TETRAHEDRON},
year = {2005},
volume = {61},
number = {28},
pages = {6801--6807},
issn = {0040-4020},
doi = {10.1016/j.tet.2005.04.069},
url = {https://akademik.atauni.edu.tr/yayinlar/71402-concise-syntheses-of-2-aminoindans-via-indan-2-ol}
}