Literature DB >> 32537708

Synthesis of tetracyclic pyrido-fused dibenzodiazepines via a catalyst-free cascade reaction.

Abdolali Alizadeh1, Akram Bagherinejad2.   

Abstract

An efficient, eco-friendly protocol has been described for the chemoselective synthesis of tetracyclic pyrido-fused dibenzodiazepines derivatives via catalyst-free, three-component reaction of dimedone, 1,2-diamines, 3-formylchromones, and malononitrile. The significant advantages of this cascade approach are to create two new rings and four new σ bonds containing three C-N and one C-C bond, as well as the breakdown of a C-O bond.
© 2020. Springer Nature Switzerland AG.

Entities:  

Keywords:  Catalyst free; Chemoselective; Dibenzo[b,f]pyrido[1,2-d][1,4]diazepine; Enaminone; Knoevenagel condensation; Seven-membered ring; Tetracyclic ring; Three-component cascade reaction

Mesh:

Substances:

Year:  2020        PMID: 32537708     DOI: 10.1007/s11030-020-10114-1

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


  11 in total

1.  An efficient synthesis of new caffeine-based chalcones, pyrazolines and pyrazolo[3,4-b][1,4]diazepines as potential antimalarial, antitrypanosomal and antileishmanial agents.

Authors:  Braulio Insuasty; Juan Ramírez; Diana Becerra; Carlos Echeverry; Jairo Quiroga; Rodrigo Abonia; Sara M Robledo; Iván Darío Vélez; Yulieth Upegui; July A Muñoz; Victoria Ospina; Manuel Nogueras; Justo Cobo
Journal:  Eur J Med Chem       Date:  2015-02-21       Impact factor: 6.514

2.  Novel 1,4-benzodiazepine derivatives with antiproliferative properties on tumor cell lines.

Authors:  Jennifer Dourlat; Wang-Qing Liu; Nohad Gresh; Christiane Garbay
Journal:  Bioorg Med Chem Lett       Date:  2007-02-09       Impact factor: 2.823

3.  Discovery and optimization of a novel Neuromedin B receptor antagonist.

Authors:  Jiasheng Fu; Stephen J Shuttleworth; Richard V Connors; Anne Chai; Peter Coward
Journal:  Bioorg Med Chem Lett       Date:  2009-06-06       Impact factor: 2.823

4.  Efficient domino approaches to multifunctionalized fused pyrroles and dibenzo[b,e][1,4]diazepin-1-ones.

Authors:  Bo Jiang; Qiu-Yun Li; Hao Zhang; Shu-Jiang Tu; Suresh Pindi; Guigen Li
Journal:  Org Lett       Date:  2012-01-19       Impact factor: 6.005

5.  Structure-aided design of novel inhibitors of HIV protease based on a benzodiazepine scaffold.

Authors:  Jiří Schimer; Petr Cígler; Jan Veselý; Klára Grantz Šašková; Martin Lepšík; Jiří Brynda; Pavlína Rezáčová; Milan Kožíšek; Ivana Císařová; Heike Oberwinkler; Hans-Georg Kraeusslich; Jan Konvalinka
Journal:  J Med Chem       Date:  2012-10-23       Impact factor: 7.446

6.  Analgesic antagonists. I. 4-substituted 1-acyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepines.

Authors:  P M Carabateas; L S Harris
Journal:  J Med Chem       Date:  1966-01       Impact factor: 7.446

7.  Microwave induced synthesis of novel 8,9-dihydro-7H-pyrimido[4,5-b][1,4]diazepines as potential antitumor agents.

Authors:  Braulio Insuasty; Fabián Orozco; Jairo Quiroga; Rodrigo Abonia; Manuel Nogueras; Justo Cobo
Journal:  Eur J Med Chem       Date:  2007-12-23       Impact factor: 6.514

8.  An efficient one-pot synthesis, structure, antimicrobial and antioxidant investigations of some novel quinolyldibenzo[b,e][1,4]diazepinones.

Authors:  Narsidas J Parmar; Hitesh A Barad; Bhavesh R Pansuriya; Shashikant B Teraiya; Vivek K Gupta; Rajni Kant
Journal:  Bioorg Med Chem Lett       Date:  2012-04-13       Impact factor: 2.823

9.  The pyrrolo-1,5-benzoxazepine, PBOX-15, enhances TRAIL‑induced apoptosis by upregulation of DR5 and downregulation of core cell survival proteins in acute lymphoblastic leukaemia cells.

Authors:  Seema-Maria Nathwani; Lisa M Greene; Stefania Butini; Giuseppe Campiani; D Clive Williams; Afshin Samali; Eva Szegezdi; Daniela M Zisterer
Journal:  Int J Oncol       Date:  2016-05-12       Impact factor: 5.650

10.  1,5-Benzodiazepine inhibitors of HCV NS5B polymerase.

Authors:  David McGowan; Origène Nyanguile; Maxwell D Cummings; Sandrine Vendeville; Koen Vandyck; Walter Van den Broeck; Carlo W Boutton; Hendrik De Bondt; Ludo Quirynen; Katie Amssoms; Jean-François Bonfanti; Stefaan Last; Klara Rombauts; Abdellah Tahri; Lili Hu; Frédéric Delouvroy; Katrien Vermeiren; Geneviève Vandercruyssen; Liesbet Van der Helm; Erna Cleiren; Wendy Mostmans; Pedro Lory; Geert Pille; Kristof Van Emelen; Gregory Fanning; Frederik Pauwels; Tse-I Lin; Kenneth Simmen; Pierre Raboisson
Journal:  Bioorg Med Chem Lett       Date:  2009-03-14       Impact factor: 2.823

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.