Research output: Contribution to journal › Article › peer-review
New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons. / Sapegin, Alexander V.; Kalinin, Stanislav A. ; Smirnov, Alexey V.; Dorogov, Mikhail V.; Krasavin, Mikhail.
In: Tetrahedron, Vol. 70, No. 5, 2014, p. 1077-1083.Research output: Contribution to journal › Article › peer-review
}
TY - JOUR
T1 - New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons
AU - Sapegin, Alexander V.
AU - Kalinin, Stanislav A.
AU - Smirnov, Alexey V.
AU - Dorogov, Mikhail V.
AU - Krasavin, Mikhail
PY - 2014
Y1 - 2014
N2 - A streamlined synthetic methodology towards novel tetracyclic 1,4-oxazepines from readily available precursors is described. The compounds, designed as more soluble version of the earlier described, poorly soluble dibenzo[bf][1,4]oxazepines, were obtained in high yields and as a single regioisomer as a result of three tandem chemical events-nucleophilic aromatic substitution, Smiles rearrangement and denitrocyclization. (C) 2014 Elsevier Ltd. All rights reserved.
AB - A streamlined synthetic methodology towards novel tetracyclic 1,4-oxazepines from readily available precursors is described. The compounds, designed as more soluble version of the earlier described, poorly soluble dibenzo[bf][1,4]oxazepines, were obtained in high yields and as a single regioisomer as a result of three tandem chemical events-nucleophilic aromatic substitution, Smiles rearrangement and denitrocyclization. (C) 2014 Elsevier Ltd. All rights reserved.
KW - Bioisosteres
KW - Solubilizing groups
KW - Oxazepines
KW - Tetracyclic
KW - Privileged structures
KW - Nucleophilic aromatic substitution
KW - Smiles rearrangement
KW - Denitrocyclization
KW - POTENT
KW - DENITROCYCLIZATION
KW - ANTAGONISTS
KW - INHIBITORS
KW - ANALOGS
U2 - 10.1016/j.tet.2013.12.026
DO - 10.1016/j.tet.2013.12.026
M3 - статья
VL - 70
SP - 1077
EP - 1083
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 5
ER -
ID: 5708291