Literature DB >> 30465252

Ammonium chloride-catalyzed green multicomponent synthesis of dihydropyrazine and tetrahydrodiazepine derivatives "on water".

Ahmad Shaabani1, Heshmatollah Sepahvand2, Shima Ghasemi2.   

Abstract

This research describes a simple and efficient one-pot synthetic approach for the preparation of tetrahydrodiazepine and dihydropyrazine (or dihydroquinoxaline) derivatives in high yields in the presence of a substoichiometric amount of ammonium chloride as a green accelerator on water at 50 °C within 1-3 h.

Entities:  

Keywords:  Ammonium chloride; Diazepine; On water synthesis; Pyrazine; Quinoxaline

Mesh：

Substances：

Year:  2018        PMID： 30465252     DOI： 10.1007/s11030-018-9893-5

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  23 in total

1.  Multicomponent Reactions with Isocyanides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-15       Impact factor: 15.336

2.  Design and in vitro and in vivo evaluation of mucoadhesive microcapsules of glipizide for oral controlled release: a technical note.

Authors:  K P R Chowdary; Y Srinivasa Rao
Journal:  AAPS PharmSciTech       Date:  2003       Impact factor: 3.246

3.  Structure-based design, synthesis, and biological evaluation of novel 1,4-diazepines as HDM2 antagonists.

Authors:  Pierre Raboisson; Juan José Marugán; Carsten Schubert; Holly K Koblish; Tianbao Lu; Shuyuan Zhao; Mark R Player; Anna C Maroney; Rolanda L Reed; Norman D Huebert; Jennifer Lattanze; Daniel J Parks; Maxwell D Cummings
Journal:  Bioorg Med Chem Lett       Date:  2005-04-01       Impact factor: 2.823

4.  Scaffold hopping, synthesis and structure-activity relationships of 5,6-diaryl-pyrazine-2-amide derivatives: a novel series of CB1 receptor antagonists.

Authors:  Jonas Boström; Kristina Berggren; Thomas Elebring; Peter J Greasley; Michael Wilstermann
Journal:  Bioorg Med Chem       Date:  2007-03-30       Impact factor: 3.641

5.  Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives.

Authors:  Lainne E Seitz; William J Suling; Robert C Reynolds
Journal:  J Med Chem       Date:  2002-12-05       Impact factor: 7.446

6.  Exploiting the dual reactivity of o-isocyanobenzamide: three-component synthesis of 4-imino-4H-3,1-benzoxazines.

Authors:  Damien Bonne; Mouloud Dekhane; Jieping Zhu
Journal:  Org Lett       Date:  2005-11-10       Impact factor: 6.005

7.  Ammonium chloride-promoted four-component synthesis of pyrrolo[3,4-b]pyridin-5-one.

Authors:  Pierre Janvier; Xiaowen Sun; Hugues Bienaymé; Jieping Zhu
Journal:  J Am Chem Soc       Date:  2002-03-20       Impact factor: 15.419

8.  Ammonium chloride promoted Ugi four-component, five-center reaction of alpha-substituted alpha-isocyano acetic acid: a strong solvent effect.

Authors:  Damien Bonne; Mouloud Dekhane; Jieping Zhu
Journal:  Org Lett       Date:  2004-12-09       Impact factor: 6.005

9.  Strategies for heterocyclic construction via novel multicomponent reactions based on isocyanides and nucleophilic carbenes.

Authors:  Vijay Nair; C Rajesh; A U Vinod; S Bindu; A R Sreekanth; J S Mathen; Lakshmi Balagopal
Journal:  Acc Chem Res       Date:  2003-12       Impact factor: 22.384

10.  Synthesis of polysubstituted 4,5,6,7-tetrahydrofuro[2,3-c]pyridines by a novel multicomponent reaction.

Authors:  Aude Fayol; Jieping Zhu
Journal:  Org Lett       Date:  2004-01-08       Impact factor: 6.005
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  2 in total

Review 1.  Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.

Authors:  Siamak Javanbakht; Mohammad Taghi Nazeri; Hassan Farhid; Tahereh Nasiriani; Vida Khodkari; Ahmad Shaabani
Journal:  Top Curr Chem (Cham)       Date:  2022-09-22

2.  Catalyst-free synthesis of novel 1,5-benzodiazepines and 3,4-dihydroquinoxalines using isocyanide-based one-pot, three- and four-component reactions.

Authors:  Reagan L Mohlala; E Mabel Coyanis; Manuel A Fernandes; Moira L Bode
Journal:  RSC Adv       Date:  2021-07-13       Impact factor: 4.036
  2 in total

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