Literature DB >> 27722433

Cascade bicyclization of triethylammonium thiolates with hydrazines: efficient access to pyrazolo[3,4-c]quinolines.

Wei Fan1, Yan-Rong Li1, Bo Jiang2, Guigen Li3.   

Abstract

A new bicyclization strategy has been established, allowing a flexible and practical approach to 33 examples of pyrazolo[3,4-c]quinolines from low-cost and readily accessible triethylammonium thiolates with hydrazines. Notably, the features of this work include broad functional group compatibility, mild reaction conditions and good reaction yields.

Entities:  

Year:  2016        PMID： 27722433      PMCID： PMC5113139          DOI： 10.1039/c6ob01728b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  35 in total

1.  1,3-Diarylpyrazolo[4,5-c]- and -[5,4-c]quinolin-4-ones. 4. Synthesis and specific inhibition of benzodiazepine receptor binding.

Authors:  G Palazzino; L Cecchi; F Melani; V Colotta; G Filacchioni; C Martini; A Lucacchini
Journal:  J Med Chem       Date:  1987-10       Impact factor: 7.446

2.  Cascade bicyclizations of o-alkynyl aldehydes with thiazolium salts: a new access toward poly-functionalized indeno[2,1-b]pyrroles.

Authors:  Peng Zhou; Wen-Juan Hao; Jin-Peng Zhang; Bo Jiang; Guigen Li; Shu-Jiang Tu
Journal:  Chem Commun (Camb)       Date:  2015-08-21       Impact factor: 6.222

3.  Synthesis, structure-affinity relationships, and molecular modeling studies of novel pyrazolo[3,4-c]quinoline derivatives as adenosine receptor antagonists.

Authors:  Ombretta Lenzi; Vittoria Colotta; Daniela Catarzi; Flavia Varano; Lucia Squarcialupi; Guido Filacchioni; Katia Varani; Fabrizio Vincenzi; Pier Andrea Borea; Diego Dal Ben; Catia Lambertucci; Gloria Cristalli
Journal:  Bioorg Med Chem       Date:  2011-05-06       Impact factor: 3.641

4.  Novel anionic annelation tactics for construction of fused heteroaromatic frameworks. 1. Synthesis of 4-substituted pyrazolo[3,4-c]quinolines, 9-substituted pyrazolo[3,4-c]quinolines, and 1,4-dihydrochromeno[4,3-c]pyrazoles.

Authors:  J Pawlas; P Vedsø; P Jakobsen; P O Huusfeldt; M Begtrup
Journal:  J Org Chem       Date:  2001-06-15       Impact factor: 4.354

Review 5.  Quinoline antimalarials: mechanisms of action and resistance and prospects for new agents.

Authors:  M Foley; L Tilley
Journal:  Pharmacol Ther       Date:  1998-07       Impact factor: 12.310

6.  Catalytic Arylsulfonyl Radical Triggered 1,7-Enyne Bicyclizations.

Authors:  Yi-Long Zhu; Bo Jiang; Wen-Juan Hao; Jiang-Kai Qiu; Jun Sun; De-Cai Wang; Ping Wei; Ai-Fang Wang; Guigen Li; Shu-Jiang Tu
Journal:  Org Lett       Date:  2015-11-30       Impact factor: 6.005

7.  Unexpected isocyanide-based three-component bicyclization for the stereoselective synthesis of densely functionalized pyrano[3,4-c]pyrroles.

Authors:  Qian Gao; Wen-Juan Hao; Feng Liu; Shu-Jiang Tu; Shu-Liang Wang; Guigen Li; Bo Jiang
Journal:  Chem Commun (Camb)       Date:  2016-01-18       Impact factor: 6.222

8.  I2-Catalyzed Multicomponent Reactions for Accessing Densely Functionalized Pyrazolo[1,5-a]pyrimidines and Their Disulphenylated Derivatives.

Authors:  Jun Sun; Jiang-Kai Qiu; Bo Jiang; Wen-Juan Hao; Cheng Guo; Shu-Jiang Tu
Journal:  J Org Chem       Date:  2016-03-24       Impact factor: 4.354

9.  New 2-arylpyrazolo[3,4-c]quinoline derivatives as potent and selective human A3 adenosine receptor antagonists. Synthesis, pharmacological evaluation, and ligand-receptor modeling studies.

Authors:  Vittoria Colotta; Daniela Catarzi; Flavia Varano; Francesca Capelli; Ombretta Lenzi; Guido Filacchioni; Claudia Martini; Letizia Trincavelli; Osele Ciampi; Anna Maria Pugliese; Felicita Pedata; Andrea Schiesaro; Erika Morizzo; Stefano Moro
Journal:  J Med Chem       Date:  2007-08-01       Impact factor: 7.446

10.  Catalytic arylsulfonyl radical-triggered 1,5-enyne-bicyclizations and hydrosulfonylation of α,β-conjugates.

Authors:  Zhen-Zhen Chen; Shuai Liu; Wen-Juan Hao; Ge Xu; Shuo Wu; Jiao-Na Miao; Bo Jiang; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  Chem Sci       Date:  2015-11-13       Impact factor: 9.825
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  1 in total

1.  I2-Catalyzed sulfenylation of indoles and pyrroles using triethylammonium thiolates as sulfenylating agents.

Authors:  Wei Fan; Zhen Yang; Bo Jiang; Guigen Li
Journal:  Org Chem Front       Date:  2017-02-20       Impact factor: 5.281
  1 in total

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