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Literature DB >> 24777181

Four-component strategy for selective synthesis of azepino[5,4,3-cd]indoles and pyrazolo[3,4-b]pyridines.

Bo Jiang¹, Qin Ye, Wei Fan, Shu-Liang Wang, Shu-Jiang Tu, Guigen Li.

Abstract

A novel four-component strategy for the selective synthesis of fused azepino[5,4,3-cd]indoles and pyrazolo [3,4-b]pyridines has been established. The bond-forming efficiency, accessibility of starting materials and substrate scope provide invaluable access to tetra-, and bis-heterocyclic scaffolds.

Entities: Chemical Disease Species

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Year: 2014 PMID： 24777181 PMCID： PMC4060249 DOI： 10.1039/c4cc00740a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

26 in total

1. NO-independent regulatory site on soluble guanylate cyclase.

Authors: J P Stasch; E M Becker; C Alonso-Alija; H Apeler; K Dembowsky; A Feurer; R Gerzer; T Minuth; E Perzborn; U Pleiss; H Schröder; W Schroeder; E Stahl; W Steinke; A Straub; M Schramm
Journal: Nature Date: 2001-03-08 Impact factor: 49.962

2. New indole N-oxide alkaloids from Evodia fargesii.

Authors: Shi-Jin Qu; Quan-Wen Liu; Chang-Heng Tan; Shan-Hao Jiang; Da-Yuan Zhu
Journal: Planta Med Date: 2006-02 Impact factor: 3.352

Review 3. It all began with an error: the nomofungin/communesin story.

Authors: Peter Siengalewicz; Tanja Gaich; Johann Mulzer
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

4. Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis.

Authors: Manoj B Gawande; Vasco D B Bonifácio; Rafael Luque; Paula S Branco; Rajender S Varma
Journal: Chem Soc Rev Date: 2013-06-21 Impact factor: 54.564

Review 5. Simple indole alkaloids and those with a non-rearranged monoterpenoid unit.

Authors: Minoru Ishikura; Takumi Abe; Tominari Choshi; Satoshi Hibino
Journal: Nat Prod Rep Date: 2013-05 Impact factor: 13.423

6. Synthesis of isoquinolines and heterocycle-fused pyridines via three-component cascade reaction of aryl ketones, hydroxylamine, and alkynes.

Authors: Liyao Zheng; Jia Ju; Yunhui Bin; Ruimao Hua
Journal: J Org Chem Date: 2012-06-26 Impact factor: 4.354

7. Optimize radiochemotherapy in pancreatic cancer: PARP inhibitors a new therapeutic opportunity.

Authors: Letizia Porcelli; Anna E Quatrale; Paola Mantuano; Maria G Leo; Nicola Silvestris; Jean F Rolland; Enza Carioggia; Marco Lioce; Angelo Paradiso; Amalia Azzariti
Journal: Mol Oncol Date: 2012-10-29 Impact factor: 6.603

8. Domino reactions consisting of heterocyclization and 1,2-migration-redox-neutral and oxidative transition-metal catalysis.

Authors: Klaus-Daniel Umland; Adeline Palisse; Timm T Haug; Stefan F Kirsch
Journal: Angew Chem Int Ed Engl Date: 2011-09-07 Impact factor: 15.336

9. Novel double [3 + 2 + 1] heteroannulation for forming unprecedented dipyrazolo-fused 2,6-naphthyridines.

Authors: Wei Fan; Qin Ye; Hai-Wei Xu; Bo Jiang; Shu-Liang Wang; Shu-Jiang Tu
Journal: Org Lett Date: 2013-04-18 Impact factor: 6.005

10. ACYLTRYPTAMINES. IV. AZEPINO(5,4,3-CD)INDOLES.

Authors: M VONSTRANDTMANN; M P COHEN; J SHAVEL
Journal: J Med Chem Date: 1965-03 Impact factor: 7.446

7 in total

1. 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

Four-component strategy for selective synthesis of azepino[5,4,3-cd]indoles and pyrazolo[3,4-b]pyridines.

1. NO-independent regulatory site on soluble guanylate cyclase.

2. New indole N-oxide alkaloids from Evodia fargesii.

Review 3. It all began with an error: the nomofungin/communesin story.

4. Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis.

Review 5. Simple indole alkaloids and those with a non-rearranged monoterpenoid unit.

6. Synthesis of isoquinolines and heterocycle-fused pyridines via three-component cascade reaction of aryl ketones, hydroxylamine, and alkynes.

7. Optimize radiochemotherapy in pancreatic cancer: PARP inhibitors a new therapeutic opportunity.

8. Domino reactions consisting of heterocyclization and 1,2-migration-redox-neutral and oxidative transition-metal catalysis.

9. Novel double [3 + 2 + 1] heteroannulation for forming unprecedented dipyrazolo-fused 2,6-naphthyridines.

10. ACYLTRYPTAMINES. IV. AZEPINO(5,4,3-CD)INDOLES.

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

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

3. New Three-Component Bicyclization Leading to Densely Functionalized Pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidines.

4. Four-component bicyclization approaches to skeletally diverse pyrazolo[3,4-b]pyridine derivatives.

5. Synthesis of isocoumarins with different substituted patterns via Passerini-aldol sequence.

Review 6. 5-Aminopyrazole as precursor in design and synthesis of fused pyrazoloazines.

Review 7. Microwave-assisted multicomponent reactions in heterocyclic chemistry and mechanistic aspects.