Literature DB >> 22181712

Cyanuric chloride catalyzed mild protocol for synthesis of biologically active dihydro/spiro quinazolinones and quinazolinone-glycoconjugates.

Moni Sharma1, Shashi Pandey, Kuldeep Chauhan, Deepty Sharma, Brijesh Kumar, Prem M S Chauhan.   

Abstract

We have developed an efficient cyanuric chloride (2,4,6-trichloro-1,3,5-triazine, TCT) catalyzed approach for the synthesis of 2,3-dihydroquinazolin-4(1H)-one (3a-3x), 2-spiroquinazolinone (5, 7), and glycoconjugates of 2,3-dihydroquinazolin-4(1H)-one (10a, 10b) derivatives. The reaction allows rapid cyclization (8-20 min) with 10 mol % cyanuric chloride to give skeletal complexity in good to excellent yield. We believe that this novel procedure may open the door for the easy generation of new and bioactive quinazolinones.

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Year:  2012        PMID： 22181712     DOI： 10.1021/jo2020856

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  9 in total

1.  Preparation of quinazolinones using biosynthesized silver nanoparticles.

Authors:  Javad Safaei-Ghomi; Yasir Waleed Abdulhameed; Zianos Alisavari; Baram Ahmed Hamah Ameen; Seyyed Mohammad Ebrahimi
Journal:  RSC Adv       Date:  2022-04-25       Impact factor: 4.036

Review 2.  2,3-Dihydroquinazolin-4(1H)-one as a privileged scaffold in drug design.

Authors:  Mariateresa Badolato; Francesca Aiello; Nouri Neamati
Journal:  RSC Adv       Date:  2018-06-07       Impact factor: 4.036

3.  Photooxidation of 2,3-dihydroquinazolin-4(1H)-ones: retention or elimination of 2-substitution.

Authors:  Hamid Reza Memarian; Reza Aghalar
Journal:  Mol Divers       Date:  2021-01-15       Impact factor: 2.943

4.  Synthesis of benzo[4,5]imidazo[1,2-a]pyrimidines and 2,3-dihydroquinazolin-4(1H)-ones under metal-free and solvent-free conditions for minimizing waste generation.

Authors:  Phuong Hoang Tran; Thanh-Phuong Thi Bui; Xuan-Quynh Bach Lam; Xuan-Trang Thi Nguyen
Journal:  RSC Adv       Date:  2018-10-26       Impact factor: 4.036

5.  Synthesis of 4-oxotetrahydropyrimidine-1(2H)-carboxamides derivatives as capsid assembly modulators of hepatitis B virus.

Authors:  Nicky Hwang; Haiqun Ban; Junjun Chen; Julia Ma; Hui Liu; Patrick Lam; John Kulp; Stephan Menne; Jinhong Chang; Ju-Tao Guo; Yanming Du
Journal:  Med Chem Res       Date:  2021-01-11       Impact factor: 1.965

6.  β-Cyclodextrin: a supramolecular catalyst for metal-free approach towards the synthesis of 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1H)-one.

Authors:  Bijeta Mitra; Gyan Chandra Pariyar; Pranab Ghosh
Journal:  RSC Adv       Date:  2021-01-05       Impact factor: 3.361

7.  Facile One-Pot Synthesis of Functionalized Quinoline-Fused Fluorescent Dihydro/Spiro-quinazolinone Derivatives.

Authors:  Kevin George; Pavithra Elavarasan; Shanmugam Ponnusamy; Kannadasan Sathananthan
Journal:  ACS Omega       Date:  2022-06-09

8.  Mild and efficient cyanuric chloride catalyzed Pictet-Spengler reaction.

Authors:  Ashish Sharma; Mrityunjay Singh; Nitya Nand Rai; Devesh Sawant
Journal:  Beilstein J Org Chem       Date:  2013-06-26       Impact factor: 2.883

9.  A retrograde trafficking inhibitor of ricin and Shiga-like toxins inhibits infection of cells by human and monkey polyomaviruses.

Authors:  Christian D S Nelson; Dan W Carney; Aaron Derdowski; Alex Lipovsky; Gretchen V Gee; Bethany O'Hara; Paul Williard; Daniel DiMaio; Jason K Sello; Walter J Atwood
Journal:  MBio       Date:  2013-11-12       Impact factor: 7.867
  9 in total

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