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Literature DB >> 30840479

Redox-Annulations of Cyclic Amines with Electron-Deficient o-Tolualdehydes.

Anirudra Paul¹, Alafate Adili¹, Daniel Seidel¹.

Abstract

Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox-neutral annulations with 2-methyl-3,5-dinitrobenzaldehyde and closely related substrates. Acetic acid serves as the solvent and sole promoter of these transformations which involve dual C-H functionalization.

Entities: Chemical Species

Mesh：

Substances：

Year: 2019 PMID： 30840479 PMCID： PMC6526004 DOI： 10.1021/acs.orglett.9b00438

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

51 in total

1. Catalytic dehydrogenative cross-coupling: forming carbon-carbon bonds by oxidizing two carbon-hydrogen bonds.

Authors: Charles S Yeung; Vy M Dong
Journal: Chem Rev Date: 2011-03-09 Impact factor: 60.622

2. Synthesis of Spirooxindoles via the tert-Amino Effect.

Authors: Kinthada Ramakumar; Tapan Maji; James J Partridge; Jon A Tunge
Journal: Org Lett Date: 2017-07-24 Impact factor: 6.005

3. Borane-Catalyzed Synthesis of Quinolines Bearing Tetrasubstituted Stereocenters by Hydride Abstraction-Induced Electrocyclization.

Authors: Alexander F G Maier; Sebastian Tussing; Hui Zhu; Garrit Wicker; Pavleta Tzvetkova; Ulrich Flörke; Constantin G Daniliuc; Stefan Grimme; Jan Paradies
Journal: Chemistry Date: 2018-10-05 Impact factor: 5.236

4. Palladium-Catalyzed Enantioselective C-H Activation of Aliphatic Amines Using Chiral Anionic BINOL-Phosphoric Acid Ligands.

Authors: Adam P Smalley; James D Cuthbertson; Matthew J Gaunt
Journal: J Am Chem Soc Date: 2017-01-18 Impact factor: 15.419

5. Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with ortho-Aminobenzaldehydes. Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone and Ruteacarpine.

Authors: Matthew T Richers; Indubhusan Deb; Alena Yu Platonova; Chen Zhang; Daniel Seidel
Journal: Synthesis (Stuttg) Date: 2013-10-06 Impact factor: 3.157

6. Classical-Reaction-Driven Stereo- and Regioselective C(sp(3) )-H Functionalization of Aliphatic Amines.

Authors: Sujit Mahato; Chandan K Jana
Journal: Chem Rec Date: 2016-05-17 Impact factor: 6.771

7. A cascade reaction with iminium ion isomerization as the key step leading to tetrahydropyrimido[4,5-d]pyrimidines.

Authors: Lianyou Zheng; Fengzhi Yang; Qun Dang; Xu Bai
Journal: Org Lett Date: 2008-02-09 Impact factor: 6.005

8. Redox-Annulation of Cyclic Amines and β-Ketoaldehydes.

Authors: Weijie Chen; Daniel Seidel
Journal: Org Lett Date: 2016-02-19 Impact factor: 6.005

9. Synthesis of Polycyclic Imidazolidinones via Amine Redox-Annulation.

Authors: Zhengbo Zhu; Xin Lv; Jason E Anesini; Daniel Seidel
Journal: Org Lett Date: 2017-11-16 Impact factor: 6.005

10. Intramolecular hydride transfer onto arynes: redox-neutral and transition metal-free C(sp³)-H functionalization of amines.

Authors: Fahima I M Idiris; Cécile E Majesté; Gregory B Craven; Christopher R Jones
Journal: Chem Sci Date: 2018-02-08 Impact factor: 9.825

3 in total