A novel variant of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold accessed via the downstream modification of Castagnoli-Cushman lactams

Research output

Abstract

Downstream modification of piperazin-2-ones obtained by the Castagnoli-Cushman reaction leads to a novel version of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold. The relative stereochemistry remained trans as evidenced by the spectroscopic data and the single-crystal X-ray analysis.

Original languageEnglish
Article number151003
JournalTetrahedron Letters
Volume60
Issue number35
Early online date1 Aug 2019
DOIs
Publication statusPublished - 29 Aug 2019

Fingerprint

Lactams
Stereochemistry
X ray analysis
Scaffolds
X-Rays
Single crystals

Scopus subject areas

  • Drug Discovery
  • Biochemistry
  • Organic Chemistry

Cite this

@article{b3ea7fefcc554c94a089fb614bfcaeb9,
title = "A novel variant of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold accessed via the downstream modification of Castagnoli-Cushman lactams",
abstract = "Downstream modification of piperazin-2-ones obtained by the Castagnoli-Cushman reaction leads to a novel version of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold. The relative stereochemistry remained trans as evidenced by the spectroscopic data and the single-crystal X-ray analysis.",
keywords = "Castagnoli-Cushman reaction, Lactamization, Nitro group reduction, Sultam, DESIGN, BIOLOGICAL EVALUATION",
author = "Liliia Usmanova and Dmitry Dar'in and Mikhail Krasavin",
year = "2019",
month = "8",
day = "29",
doi = "10.1016/j.tetlet.2019.151003",
language = "English",
volume = "60",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "35",

}

TY - JOUR

T1 - A novel variant of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold accessed via the downstream modification of Castagnoli-Cushman lactams

AU - Usmanova, Liliia

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

PY - 2019/8/29

Y1 - 2019/8/29

N2 - Downstream modification of piperazin-2-ones obtained by the Castagnoli-Cushman reaction leads to a novel version of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold. The relative stereochemistry remained trans as evidenced by the spectroscopic data and the single-crystal X-ray analysis.

AB - Downstream modification of piperazin-2-ones obtained by the Castagnoli-Cushman reaction leads to a novel version of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold. The relative stereochemistry remained trans as evidenced by the spectroscopic data and the single-crystal X-ray analysis.

KW - Castagnoli-Cushman reaction

KW - Lactamization

KW - Nitro group reduction

KW - Sultam

KW - DESIGN

KW - BIOLOGICAL EVALUATION

UR - http://www.scopus.com/inward/record.url?scp=85073649086&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2019.151003

DO - 10.1016/j.tetlet.2019.151003

M3 - Article

AN - SCOPUS:85073649086

VL - 60

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 35

M1 - 151003

ER -