Literature DB >> 19711896

New convenient four-component synthesis of 6-amino-2,4-dihydropyrano[2,3-c]pyrazol-5-carbonitriles and one-pot synthesis of 6'-aminospiro[(3H)-indol-3,4'-pyrano[2,3-c]pyrazol]-(1H)-2-on-5'-carbonitriles.

Yuri M Litvinov1, Alexander A Shestopalov, Lyudmila A Rodinovskaya, Anatoliy M Shestopalov.   

Abstract

This report describes a new four-component synthesis of substituted and spiro-conjugated 6-amino-2H,4H-pyrano[2,3-c]pyrazol-5-carbonitriles directly from aromatic aldehydes or heterocyclic ketones, malononitrile, beta-ketoesters, and hydrazine hydrate. The method provides a convenient one-pot route toward divers 2,4-dihydropyrano[2,3-c]pyrazoles, whereas a modified one-step sequential protocol gives access to spiro[indoline-3,4'-pyrano[2,3-c]pyrazol]-2-ones.

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Year:  2009        PMID: 19711896     DOI: 10.1021/cc900076j

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


  8 in total

Review 1.  Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors:  Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal:  J Comb Chem       Date:  2010-10-05

2.  Efficient synthesis and biological evaluation of new benzopyran-annulated pyrano[2,3-c]pyrazole derivatives.

Authors:  Balvantsingh M Labana; Gaurangkumar C Brahmbhatt; Tushar R Sutariya; Narsidas J Parmar; José M Padrón; Rajni Kant; Vivek K Gupta
Journal:  Mol Divers       Date:  2017-03-14       Impact factor: 2.943

3.  A small-molecule screen yields idiotype-specific blockers of neuromyelitis optica immunoglobulin G binding to aquaporin-4.

Authors:  Puay-Wah Phuan; Marc O Anderson; Lukmanee Tradtrantip; Hua Zhang; Joseph Tan; Chiwah Lam; Jeffrey L Bennett; A S Verkman
Journal:  J Biol Chem       Date:  2012-09-18       Impact factor: 5.157

4.  Novel biocompatible core/shell Fe3O4@NFC@Co(ii) as a new catalyst in a multicomponent reaction: an efficient and sustainable methodology and novel reusable material for one-pot synthesis of 4H-pyran and pyranopyrazole in aqueous media.

Authors:  Pouya Ghamari Kargar; Ghodsieh Bagherzade; Hossein Eshghi
Journal:  RSC Adv       Date:  2020-10-08       Impact factor: 4.036

5.  Green one pot solvent-free synthesis of pyrano[2,3-c]-pyrazoles and pyrazolo[1,5-a]pyrimidines.

Authors:  Hamad M Al-Matar; Khaled D Khalil; Aisha Y Adam; Mohamed H Elnagdi
Journal:  Molecules       Date:  2010-09-20       Impact factor: 4.411

6.  Rapid four-component synthesis of dihydropyrano[2,3-c]pyrazoles using nano-eggshell/Ti(IV) as a highly compatible natural based catalyst.

Authors:  Arefeh Dehghani Tafti; Bi Bi Fatemeh Mirjalili; Abdolhamid Bamoniri; Naeimeh Salehi
Journal:  BMC Chem       Date:  2021-01-25

7.  A green and efficient protocol for the synthesis of dihydropyrano[2,3-c]pyrazole derivatives via a one-pot, four component reaction by grinding method.

Authors:  Sethurajan Ambethkar; Vediappen Padmini; Nattamai Bhuvanesh
Journal:  J Adv Res       Date:  2014-11-25       Impact factor: 10.479

8.  Green synthesis of spiro[indoline-3,4'-pyrano[2,3-c]pyrazoles] using Fe3O4@l-arginine as a robust and reusable catalyst.

Authors:  Mohammad Ali Ghasemzadeh; Boshra Mirhosseini-Eshkevari; Mohammad Hossein Abdollahi-Basir
Journal:  BMC Chem       Date:  2019-10-11
  8 in total

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