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Facile entry into structurally diverse, privileged, (hetero)arene-fused N-alkoxy 3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-ones. / Sapegin, Alexander; Reutskaya, Elena; Smirnov, Alexey; Korsakov, Mikhail; Krasavin, Mikhail.

In: Tetrahedron Letters, Vol. 57, No. 52, 28.12.2016, p. 5877-5880.

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@article{138baa41ee4e46488bb5022b74fdddca,
title = "Facile entry into structurally diverse, privileged, (hetero)arene-fused N-alkoxy 3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-ones",
abstract = "Rare and highly medicinally relevant N-alkoxy-substituted benzo[1,4]oxazepines have been synthesized conveniently via the base-promoted SNAr/Smiles rearrangement/SNAr tandem cyclization of N-alkoxysalicylamides with a range of bis-electrophilic substrates; subsequent de-alkylation gives rise to the respective N-hydroxy versions. The compounds reported herein significantly add to the contemporary arsenal of small molecule tools for drug discovery. (C) 2016 Elsevier Ltd. All rights reserved.",
keywords = "Tandem cyclization, Nucleophilic aromatic substitution, Smiles rearrangement, Tricyclic scaffolds, Benzo[1,4]ozazepines, Privileged structures, Lossen rearrangement, DERIVATIVES, STRATEGY",
author = "Alexander Sapegin and Elena Reutskaya and Alexey Smirnov and Mikhail Korsakov and Mikhail Krasavin",
year = "2016",
month = dec,
day = "28",
doi = "10.1016/j.tetlet.2016.11.064",
language = "Английский",
volume = "57",
pages = "5877--5880",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "52",

}

RIS

TY - JOUR

T1 - Facile entry into structurally diverse, privileged, (hetero)arene-fused N-alkoxy 3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-ones

AU - Sapegin, Alexander

AU - Reutskaya, Elena

AU - Smirnov, Alexey

AU - Korsakov, Mikhail

AU - Krasavin, Mikhail

PY - 2016/12/28

Y1 - 2016/12/28

N2 - Rare and highly medicinally relevant N-alkoxy-substituted benzo[1,4]oxazepines have been synthesized conveniently via the base-promoted SNAr/Smiles rearrangement/SNAr tandem cyclization of N-alkoxysalicylamides with a range of bis-electrophilic substrates; subsequent de-alkylation gives rise to the respective N-hydroxy versions. The compounds reported herein significantly add to the contemporary arsenal of small molecule tools for drug discovery. (C) 2016 Elsevier Ltd. All rights reserved.

AB - Rare and highly medicinally relevant N-alkoxy-substituted benzo[1,4]oxazepines have been synthesized conveniently via the base-promoted SNAr/Smiles rearrangement/SNAr tandem cyclization of N-alkoxysalicylamides with a range of bis-electrophilic substrates; subsequent de-alkylation gives rise to the respective N-hydroxy versions. The compounds reported herein significantly add to the contemporary arsenal of small molecule tools for drug discovery. (C) 2016 Elsevier Ltd. All rights reserved.

KW - Tandem cyclization

KW - Nucleophilic aromatic substitution

KW - Smiles rearrangement

KW - Tricyclic scaffolds

KW - Benzo[1,4]ozazepines

KW - Privileged structures

KW - Lossen rearrangement

KW - DERIVATIVES

KW - STRATEGY

U2 - 10.1016/j.tetlet.2016.11.064

DO - 10.1016/j.tetlet.2016.11.064

M3 - статья

VL - 57

SP - 5877

EP - 5880

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 52

ER -

ID: 9300777