Next Article in Journal
Molecular Docking Characterization of a Four-Domain Segment of Human Fibronectin Encompassing the RGD Loop with Hydroxyapatite
Previous Article in Journal
Bioactive Compounds from the Roots of Asiasarum heterotropoides
Molecules 2014, 19(1), 139-148; doi:10.3390/molecules19010139
Article

Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids

1
,
1
,
1,* , 2,*  and 3
1 Ibn-e-Sina Block, Department of Chemistry, University of Sargodha, Sargodha 40100, Pakistan 2 Chemistry Department, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia 3 Department of Physics, University of Sargodha, Sargodha 40100, Pakistan
* Authors to whom correspondence should be addressed.
Received: 28 November 2013 / Revised: 12 December 2013 / Accepted: 16 December 2013 / Published: 23 December 2013
(This article belongs to the Section Organic Synthesis)
View Full-Text   |   Download PDF [307 KB, uploaded 18 June 2014]   |   Browse Figures
SciFeed

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 α-chloroacids or α-bromoacids, respectively.
Keywords: (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones; asymmetric synthesis; α-chloroacids; α-bromoacids; anthranilic acid; chiral pool methodology (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones; asymmetric synthesis; α-chloroacids; α-bromoacids; anthranilic acid; chiral pool methodology
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

Rubab, S.L.; Nisar, B.; Raza, A.R.; Ullah, N.; Tahir, M.N. Asymmetric Synthesis of 4,1-Benzoxazepine-2,5-Diones — Effect of the Halogen of (2S)-α-Haloacids. Molecules 2014, 19, 139-148.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert