Asymmetric synthesis of 4,1-Benzoxazepine-2,5-Diones -Effect of the halogen of (2S)-A-Haloacids

Syeda Laila Rubab; Bushra Nisar; Abdul Rauf Raza; Nisar Ullah; Muhammad Nawaz Tahir

doi:10.3390/molecules19010139

Asymmetric synthesis of 4,1-Benzoxazepine-2,5-Diones -Effect of the halogen of (2S)-A-Haloacids

Syeda Laila Rubab
, Bushra Nisar
, Abdul Rauf Raza^*
, Nisar Ullah
, Muhammad Nawaz Tahir

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-Acylanthranilic acids and (3R)-3-Alkyl-4,1- benzoxazepines-2,5-dione upon coupling with a-chloroacids or a-bromoacids, respectively.

Original language	English
Pages (from-to)	139-148
Number of pages	10
Journal	Molecules
Volume	19
Issue number	1
DOIs	https://doi.org/10.3390/molecules19010139
State	Published - Jan 2014

Keywords

(3R)-3-Alkyl-4
1-benzoxazepine-2
5-diones
A-bromoacids
A-chloroacids
Anthranilic acid
Asymmetric synthesis
Chiral pool methodology

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Asymmetric synthesis of 4,1-Benzoxazepine-2,5-Diones -Effect of the halogen of (2S)-A-Haloacids",

abstract = "Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-Acylanthranilic acids and (3R)-3-Alkyl-4,1- benzoxazepines-2,5-dione upon coupling with a-chloroacids or a-bromoacids, respectively.",

keywords = "(3R)-3-Alkyl-4, 1-benzoxazepine-2, 5-diones, A-bromoacids, A-chloroacids, Anthranilic acid, Asymmetric synthesis, Chiral pool methodology",

author = "Rubab, \{Syeda Laila\} and Bushra Nisar and Raza, \{Abdul Rauf\} and Nisar Ullah and Tahir, \{Muhammad Nawaz\}",

year = "2014",

month = jan,

doi = "10.3390/molecules19010139",

language = "English",

volume = "19",

pages = "139--148",

journal = "Molecules",

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publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

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T1 - Asymmetric synthesis of 4,1-Benzoxazepine-2,5-Diones -Effect of the halogen of (2S)-A-Haloacids

AU - Rubab, Syeda Laila

AU - Nisar, Bushra

AU - Raza, Abdul Rauf

AU - Ullah, Nisar

AU - Tahir, Muhammad Nawaz

PY - 2014/1

Y1 - 2014/1

N2 - Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-Acylanthranilic acids and (3R)-3-Alkyl-4,1- benzoxazepines-2,5-dione upon coupling with a-chloroacids or a-bromoacids, respectively.

AB - Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-Acylanthranilic acids and (3R)-3-Alkyl-4,1- benzoxazepines-2,5-dione upon coupling with a-chloroacids or a-bromoacids, respectively.

KW - (3R)-3-Alkyl-4

KW - 1-benzoxazepine-2

KW - 5-diones

KW - A-bromoacids

KW - A-chloroacids

KW - Anthranilic acid

KW - Asymmetric synthesis

KW - Chiral pool methodology

UR - https://www.scopus.com/pages/publications/84893083842

U2 - 10.3390/molecules19010139

DO - 10.3390/molecules19010139

M3 - Article

C2 - 24366090

AN - SCOPUS:84893083842

SN - 1420-3049

VL - 19

SP - 139

EP - 148

JO - Molecules

JF - Molecules

IS - 1

ER -

Asymmetric synthesis of 4,1-Benzoxazepine-2,5-Diones -Effect of the halogen of (2S)-A-Haloacids

Abstract

Keywords

ASJC Scopus subject areas

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