Literature DB >> 19125568

Enantioselective synthesis of benzimidazolyl quinoxalinones on soluble polymer support using focused microwave irradiation.

Kaushik Chanda1, Jaren Kuo, Chih-Hau Chen, Chung-Ming Sun.   

Abstract

Focused microwave irradiation has been applied to a multistep synthetic sequence of reactions designed to generate benzimidazolyl quinoxalinones using a soluble polymer support. They were obtained by the ipso-fluoro (S(N)Ar) displacement of the immobilized ortho-nitro fluoro benzimidazoles with chiral alpha amino esters under microwave irradiation. Intermediate chiral organic-polymer conjugates when subjected to neutral reduction underwent a spontaneous intramolecular ring closure. Cleavage of the polymer support, at room temperature, did not cause any significant racemization resulting in the generation of a chiral molecular library with two points of structural diversity.

Entities:  

Mesh:

Substances:

Year:  2009        PMID: 19125568     DOI: 10.1021/cc800137p

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  4 in total

1.  Quinoxalinone Inhibitors of the Lectin DC-SIGN.

Authors:  Shane L Mangold; Lynne R Prost; Laura L Kiessling
Journal:  Chem Sci       Date:  2011-11-24       Impact factor: 9.825

2.  Scaffold-directed and traceless synthesis of tricyclic quinoxalinone imidazoles under microwave irradiation: for SCS-09 special issue-combinatorial approaches to drug discovery.

Authors:  Suman Thummanagoti; Chih-Hau Chen; Zhan-Hui Xu; Chung-Ming Sun
Journal:  Mol Divers       Date:  2010-03-20       Impact factor: 2.943

3.  Ionic liquid-supported synthesis of dihydroquinazolines and tetrahydroquinazolines under microwave irradiation.

Authors:  Hai-Yuan Hsu; Chih-Chun Tseng; Banrali Matii; Chung-Ming Sun
Journal:  Mol Divers       Date:  2011-12-17       Impact factor: 2.943

4.  Chemoenzymatic Asymmetric Synthesis of Complex Heterocycles: Dihydrobenzoxazinones and Dihydroquinoxalinones.

Authors:  Mohammad Faizan Bhat; Alejandro Prats Luján; Mohammad Saifuddin; Gerrit J Poelarends
Journal:  ACS Catal       Date:  2022-09-06       Impact factor: 13.700

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.